ID: ALA347323

Max Phase: Preclinical

Molecular Formula: C21H21NO5S

Molecular Weight: 399.47

Molecule Type: Small molecule

Representations

Synonyms (1): Thiocornigerine
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1c2c(cc3c1-c1ccc(SC)c(=O)cc1[C@@H](NC(C)=O)CC3)OCO2

Standard InChI:  InChI=1S/C21H21NO5S/c1-11(23)22-15-6-4-12-8-17-20(27-10-26-17)21(25-2)19(12)13-5-7-18(28-3)16(24)9-14(13)15/h5,7-9,15H,4,6,10H2,1-3H3,(H,22,23)/t15-/m0/s1

Standard InChI Key:  RGPPULQQAWKTSM-HNNXBMFYSA-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: 399.47

Molecular Weight (Monoisotopic): 399.1140

AlogP: 3.30

#Rotatable Bonds: 3

Polar Surface Area: 73.86

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 2.19

CX LogD: 2.19

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.80

Np Likeness Score: 0.91

References

1. Muzaffar A, Brossi A, Lin CM, Hamel E..  (1990)  Antitubulin effects of derivatives of 3-demethylthiocolchicine, methylthio ethers of natural colchicinoids, and thioketones derived from thiocolchicine. Comparison with colchicinoids.,  33  (2): [PMID:2299625] [10.1021/jm00164a015]

2. Dumont R, Brossi A, Chignell CF, Quinn FR, Suffness M..  (1987)  A novel synthesis of colchicide and analogues from thiocolchicine and congeners: reevaluation of colchicide as a potential antitumor agent.,  30  (4): [PMID:3560165] [10.1021/jm00387a028]

Source

Source(1):

• Scientific Literature