IMPPAT Phytochemical information: 
Woodfordin D

Woodfordin D
Summary

SMILES: O=CC1OC(=O)c2cc(O)c(c(c2Oc2cc3C(=O)OCC4OC(C(OC(=O)c5c(Oc6cc7C(=O)OC(C1OC(=O)c1cc(O)c(c(c1)O)O)C(O)COC(=O)c1c(-c7c(c6O)O)c(O)c(c(c1)Oc1c(cc(c(c1O)O)O)C(=O)OC(C(C1OC(=O)c6cc(O)c(c(c6-c6c(C(=O)OCC1O)cc(c(c6O)O)O)O)O)OC(=O)c1cc(O)c(c(c1)O)O)C=O)O)c(O)c(c(c5)O)O)C(C4OC(=O)c1c(-c3c(c2O)O)c(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O)O)O
InChI: InChI=1S/C109H76O70/c110-18-55(91(174-96(150)23-1-36(112)64(128)37(113)2-23)89-50(126)20-163-100(154)27-9-44(120)68(132)77(141)58(27)59-28(103(157)172-89)10-45(121)69(133)78(59)142)169-106(160)33-12-47(123)71(135)83(147)86(33)166-52-15-30-62(81(145)75(52)139)63-32-17-54(76(140)82(63)146)168-88-35(14-49(125)73(137)85(88)149)108(162)178-95-94(177-98(152)25-5-40(116)66(130)41(117)6-25)93-57(171-109(95)179-99(153)26-7-42(118)67(131)43(119)8-26)22-165-102(156)31-16-53(74(138)80(144)61(31)60-29(104(158)176-93)11-46(122)70(134)79(60)143)167-87-34(13-48(124)72(136)84(87)148)107(161)170-56(19-111)92(90(173-105(32)159)51(127)21-164-101(30)155)175-97(151)24-3-38(114)65(129)39(115)4-24/h1-19,50-51,55-57,89-95,109,112-149H,20-22H2
InChIKey: WBSYRVANNCZWSX-UHFFFAOYSA-N
DeepSMILES: O=CCOC=O)cccO)ccc6OcccC=O)OCCOCCOC=O)ccOcccC=O)OCC%32OC=O)cccO)ccc6)O))O))))))))CO)COC=O)cc-c%11cc%15O))O)))cO)ccc6)Occcccc6O))O))O)))C=O)OCCCOC=O)cccO)ccc6-ccC=O)OCC%15O)))))cccc6O))O))O))))))O))O))))))))OC=O)cccO)ccc6)O))O))))))))C=O)))))))))O))))))))))))))))cO)ccc6)O))O)))))))CC6OC=O)cc-c%15cc%19O))O)))cO)ccc6)O))O))))))))OC=O)cccO)ccc6)O))O)))))))))OC=O)cccO)ccc6)O))O))))))))))))))))))O))O
Scaffold Graph/Node/Bond level: O=C(OC(COC(=O)c1ccccc1Oc1ccc2c(c1)C(=O)OCCC1OC(=O)c3cc(ccc3-2)Oc2ccccc2C(=O)OC2C(OC(=O)c3ccccc3)OC3COC(=O)c4cc(ccc4-c4ccccc4C(=O)OC3C2OC(=O)c2ccccc2)Oc2ccccc2C(=O)OCC1OC(=O)c1ccccc1)C1CCOC(=O)c2ccccc2-c2ccccc2C(=O)O1)c1ccccc1
Scaffold Graph/Node level: OC(OC(COC(O)C1CCCCC1OC1CCC2C(C1)C(O)OCCC1OC(O)C3CC(CCC32)OC2CCCCC2C(O)OC2C(OC(O)C3CCCCC3)OC3COC(O)C4CC(CCC4C4CCCCC4C(O)OC3C2OC(O)C2CCCCC2)OC2CCCCC2C(O)OCC1OC(O)C1CCCCC1)C1CCOC(O)C2CCCCC2C2CCCCC2C(O)O1)C1CCCCC1
Scaffold Graph level: CC(CC(CCC(C)C1CCCCC1CC1CCC2C(C1)C(C)CCCC1CC(C)C3CC(CCC32)CC2CCCCC2C(C)CC2C(CC(C)C3CCCCC3)CC3CCC(C)C4CC(CCC4C4CCCCC4C(C)CC3C2CC(C)C2CCCCC2)CC2CCCCC2C(C)CCC1CC(C)C1CCCCC1)C1CCCC(C)C2CCCCC2C2CCCCC2C(C)C1)C1CCCCC1
Functional groups: CC=O; CO; cC(=O)OC; cC(=O)OC(C)OC; cO; cOc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Tannins
ClassyFire Subclass: Hydrolyzable tannins
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Phenolic acids (C6-C1)
NP Classifier Class: Gallotannins
Synonymous chemical names:
woodfordin d
External chemical identifiers:
CID:16131182
Chemical structure download


Woodfordin D
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 2505.74
Log P RDKit 3.92
Topological polar surface area (Å2) RDKit 1181.7
Number of hydrogen bond acceptors RDKit 70
Number of hydrogen bond donors RDKit 38
Number of carbon atoms RDKit 109
Number of heavy atoms RDKit 179
Number of heteroatoms RDKit 70
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 13
Stereochemical complexity RDKit 0.12
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 93
Number of sp3 hybridized carbon atoms RDKit 16
Shape complexity RDKit 0.15
Number of rotatable bonds RDKit 21
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 6
Number of aliphatic rings RDKit 6
Number of aromatic carbocycles RDKit 13
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 13
Total number of rings RDKit 19
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 19


Woodfordin D
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.0282