IMPPAT Phytochemical information: 
Maytansine
Maytansine
Summary

SMILES: CO[C@@H]1/C=C/C=C(\C)/Cc2cc(OC)c(c(c2)N(C(=O)C[C@@H]([C@]2([C@H]([C@@H]([C@@H]3C[C@@]1(O)NC(=O)O3)C)O2)C)OC(=O)[C@@H](N(C(=O)C)C)C)C)Cl
InChI: InChI=1S/C34H46ClN3O10/c1-18-11-10-12-26(45-9)34(43)17-25(46-32(42)36-34)19(2)30-33(5,48-30)27(47-31(41)20(3)37(6)21(4)39)16-28(40)38(7)23-14-22(13-18)15-24(44-8)29(23)35/h10-12,14-15,19-20,25-27,30,43H,13,16-17H2,1-9H3,(H,36,42)/b12-10+,18-11+/t19-,20+,25+,26-,27+,30+,33+,34+/m1/s1
InChIKey: WKPWGQKGSOKKOO-RSFHAFMBSA-N
DeepSMILES: CO[C@@H]/C=C/C=C\C)/CcccOC))ccc6)NC=O)C[C@@H][C@][C@H][C@@H][C@@H]C[C@@]%21O)NC=O)O6))))))C))O3))C))OC=O)[C@@H]NC=O)C))C))C)))))))C)))Cl
Scaffold Graph/Node/Bond level: O=C1CCC2OC2CC2CC(CC=CC=CCc3cccc(c3)N1)NC(=O)O2
Scaffold Graph/Node level: OC1CCC2OC2CC2CC(CCCCCCC3CCCC(C3)N1)NC(O)O2
Scaffold Graph level: CC1CCC2CC2CC2CC(C)CC(CCCCCCC3CCCC(C1)C3)C2
Functional groups: COC; C/C(=C\C=C\C)C; cOC; cN(C)C(=O)C; C[C@@]1(C)O[C@H]1C; C[C@@]1(O)CCOC(=O)N1; COC(C)=O; CC(=O)N(C)C; cCl
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Macrolactams
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Macrolides
NP Classifier Class: Ansa macrolides
Synonymous chemical names:
maytansine, Maytansin, maytansin, Maytansine
External chemical identifiers:
CID:CID_5281828; ChEMBL:CHEMBL292702; ChEBI:CHEBI:6701; ZINC:ZINC000004098792; FDASRS:14083FR882; SureChEMBL:SCHEMBL61357
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Maytansine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 692.21
Log P RDKit 3.53
Topological polar surface area (Å2) RDKit 156.47
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 34
Number of heavy atoms RDKit 48
Number of heteroatoms RDKit 14
Number of nitrogen atoms RDKit 3
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.24
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 20
Shape complexity RDKit 0.59
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
Maytansine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 3
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.35
Maytansine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -9.11
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes
Maytansine
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000342538STMN4795
ENSP00000341289TUBB4B853
ENSP00000254190CHSY1737
ENSP00000233336TTL787
ENSP00000035307CHPF2809
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.