ID: ALA563501

Max Phase: Preclinical

Molecular Formula: C28H27ClN2O8S

Molecular Weight: 587.05

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc2c(c(OC)c1OC)-c1ccc(SC)c(=O)cc1[C@@H](NC(=O)c1cccc(CO[N+](=O)[O-])c1Cl)CC2

Standard InChI:  InChI=1S/C28H27ClN2O8S/c1-36-22-12-15-8-10-20(30-28(33)18-7-5-6-16(25(18)29)14-39-31(34)35)19-13-21(32)23(40-4)11-9-17(19)24(15)27(38-3)26(22)37-2/h5-7,9,11-13,20H,8,10,14H2,1-4H3,(H,30,33)/t20-/m0/s1

Standard InChI Key:  AVIFPZVDYSPZSF-FQEVSTJZSA-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: 587.05

Molecular Weight (Monoisotopic): 586.1177

AlogP: 5.24

#Rotatable Bonds: 9

Polar Surface Area: 126.23

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.58

CX Basic pKa:

CX LogP: 4.64

CX LogD: 4.64

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.20

Np Likeness Score: -0.03

References

1. Chang DJ, Yoon EY, Lee GB, Kim SO, Kim WJ, Kim YM, Jung JW, An H, Suh YG..  (2009)  Design, synthesis and identification of novel colchicine-derived immunosuppressant.,  19  (15): [PMID:19502058] [10.1016/j.bmcl.2009.05.054]

2. 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]

Source

Source(1):

• Scientific Literature