ID: ALA2419942

Max Phase: Preclinical

Molecular Formula: C41H42N2O21

Molecular Weight: 898.78

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@H](C(=O)CO)C[C@@H]3O[C@H]1C[C@H](NC(=O)OCc2ccc(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O)c([N+](=O)[O-])c2)[C@H](O)[C@H](C)O1

Standard InChI:  InChI=1S/C41H42N2O21/c1-14-30(46)19(42-41(56)60-13-15-6-7-22(20(8-15)43(57)58)63-40-37(53)35(51)36(52)38(64-40)39(54)55)11-25(61-14)62-24-10-16(21(45)12-44)9-18-27(24)34(50)29-28(32(18)48)31(47)17-4-3-5-23(59-2)26(17)33(29)49/h3-8,14,16,19,24-25,30,35-38,40,44,46,48,50-53H,9-13H2,1-2H3,(H,42,56)(H,54,55)/t14-,16+,19-,24-,25-,30+,35-,36-,37+,38-,40+/m0/s1

Standard InChI Key:  DKGIHJPWTMZRSU-LQYIKZRDSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 898.78

Molecular Weight (Monoisotopic): 898.2280

AlogP: 0.03

#Rotatable Bonds: 12

Polar Surface Area: 357.74

Molecular Species: ACID

HBA: 20

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 23

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.70

CX Basic pKa:

CX LogP: 2.33

CX LogD: -1.26

Aromatic Rings: 3

Heavy Atoms: 64

QED Weighted: 0.05

Np Likeness Score: 1.10

References

1. Legigan T, Clarhaut J, Renoux B, Tranoy-Opalinski I, Monvoisin A, Jayle C, Alsarraf J, Thomas M, Papot S..  (2013)  Synthesis and biological evaluations of a monomethylauristatin E glucuronide prodrug for selective cancer chemotherapy.,  67  [PMID:23845743] [10.1016/j.ejmech.2013.06.037]

Source

Source(1):

• Scientific Literature