ID: ALA101754

Max Phase: Preclinical

Molecular Formula: C20H25NO5

Molecular Weight: 359.42

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1c(C)c2c(c(N)c1C/C=C1\CCCC1[C@H](C)C(=O)O)C(=O)OC2

Standard InChI:  InChI=1S/C20H25NO5/c1-10-15-9-26-20(24)16(15)17(21)14(18(10)25-3)8-7-12-5-4-6-13(12)11(2)19(22)23/h7,11,13H,4-6,8-9,21H2,1-3H3,(H,22,23)/b12-7+/t11-,13?/m0/s1

Standard InChI Key:  QDSHPKRSXSWYQZ-OHCHRBMHSA-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: 359.42

Molecular Weight (Monoisotopic): 359.1733

AlogP: 3.25

#Rotatable Bonds: 5

Polar Surface Area: 98.85

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.95

CX Basic pKa: 1.32

CX LogP: 3.81

CX LogD: 0.62

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.48

Np Likeness Score: 1.22

References

1. Thacher SM, Vasudevan J, Tsang KY, Nagpal S, Chandraratna RA..  (2001)  New dermatological agents for the treatment of psoriasis.,  44  (3): [PMID:11462969] [10.1021/jm0000214]

Source

Source(1):

• Scientific Literature