ID: ALA3819100

Max Phase: Preclinical

Molecular Formula: C38H36ClNO13S3

Molecular Weight: 809.89

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)COC(=O)COc1ccc(-c2cc(=S)ss2)cc1)C[C@@H]3O[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1.Cl

Standard InChI:  InChI=1S/C38H35NO13S3.ClH/c1-16-33(42)21(39)10-27(51-16)52-23-13-38(47,25(40)14-50-26(41)15-49-18-8-6-17(7-9-18)24-11-28(53)55-54-24)12-20-30(23)37(46)32-31(35(20)44)34(43)19-4-3-5-22(48-2)29(19)36(32)45;/h3-9,11,16,21,23,27,33,42,44,46-47H,10,12-15,39H2,1-2H3;1H/t16-,21-,23-,27-,33+,38-;/m0./s1

Standard InChI Key:  YOSGFJUSPGIYCP-QVUJIKCZSA-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: 809.89

Molecular Weight (Monoisotopic): 809.1271

AlogP: 4.15

#Rotatable Bonds: 10

Polar Surface Area: 221.37

Molecular Species: BASE

HBA: 17

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.00

CX Basic pKa: 9.03

CX LogP: 3.96

CX LogD: 3.53

Aromatic Rings: 4

Heavy Atoms: 55

QED Weighted: 0.06

Np Likeness Score: 0.94

References

1. Chegaev K, Rolando B, Cortese D, Gazzano E, Buondonno I, Lazzarato L, Fanelli M, Hattinger CM, Serra M, Riganti C, Fruttero R, Ghigo D, Gasco A..  (2016)  H2S-Donating Doxorubicins May Overcome Cardiotoxicity and Multidrug Resistance.,  59  (10): [PMID:27120394] [10.1021/acs.jmedchem.6b00184]

Source

Source(1):

• Scientific Literature