ID: ALA357350

Max Phase: Preclinical

Molecular Formula: C23H26O7S

Molecular Weight: 446.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOC(=O)OC[C@H]1Cc2cc(OC)c(OC)c(OC)c2-c2ccc(SC)c(=O)cc21

Standard InChI:  InChI=1S/C23H26O7S/c1-6-29-23(25)30-12-14-9-13-10-18(26-2)21(27-3)22(28-4)20(13)15-7-8-19(31-5)17(24)11-16(14)15/h7-8,10-11,14H,6,9,12H2,1-5H3/t14-/m1/s1

Standard InChI Key:  GJDFITGUYGAUEY-CQSZACIVSA-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: 446.52

Molecular Weight (Monoisotopic): 446.1399

AlogP: 4.27

#Rotatable Bonds: 7

Polar Surface Area: 80.29

Molecular Species: NEUTRAL

HBA: 8

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 2.86

CX LogP: 3.67

CX LogD: 3.67

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.46

Np Likeness Score: 0.76

References

1. Sun L, McPhail AT, Hamel E, Lin CM, Hastie SB, Chang JJ, Lee KH..  (1993)  Antitumor agents. 139. Synthesis and biological evaluation of thiocolchicine analogs 5,6-dihydro-6(S)-(acyloxy)- and 5,6-dihydro-6(S)-[(aroyloxy)methyl]-1,2,3-trimethoxy-9-(methylthio)-8H- cyclohepta[a]naphthalen-8-ones as novel cytotoxic and antimitotic agents.,  36  (5): [PMID:8496935] [10.1021/jm00057a004]

2. Gracheva IA,Shchegravina ES,Schmalz HG,Beletskaya IP,Fedorov AY.  (2020)  Colchicine Alkaloids and Synthetic Analogues: Current Progress and Perspectives.,  63  (19.0): [PMID:32432867] [10.1021/acs.jmedchem.0c00222]

Source

Source(1):

• Scientific Literature