ID: ALA2165367

Max Phase: Preclinical

Molecular Formula: C25H29NO5S

Molecular Weight: 455.58

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc2c(c(OC)c1OC)-c1ccc(SC)c(=O)cc1[C@@H](NC(=O)C1CC1C)CC2

Standard InChI:  InChI=1S/C25H29NO5S/c1-13-10-16(13)25(28)26-18-8-6-14-11-20(29-2)23(30-3)24(31-4)22(14)15-7-9-21(32-5)19(27)12-17(15)18/h7,9,11-13,16,18H,6,8,10H2,1-5H3,(H,26,28)/t13?,16?,18-/m0/s1

Standard InChI Key:  FWXOYHPPZHHYBQ-AUCFXJAVSA-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: 455.58

Molecular Weight (Monoisotopic): 455.1766

AlogP: 4.22

#Rotatable Bonds: 6

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: 3.32

CX LogD: 3.32

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.66

Np Likeness Score: 0.41

References

1. Chang DJ, Lee S, Jang J, Kim SO, Kim WJ, Suh YG..  (2012)  Part II. Development of novel colchicine-derived immunosuppressants with improved pharmacokinetic properties.,  22  (21): [PMID:23017885] [10.1016/j.bmcl.2012.08.068]

2. Chang DJ, Kim WJ..  (2014)  Discovery of structurally simplified analogs of colchicine as an immunosuppressant.,  24  (14): [PMID:24881570] [10.1016/j.bmcl.2014.05.007]

Source

Source(1):

• Scientific Literature