ID: ALA101365

Max Phase: Preclinical

Molecular Formula: C16H18O6

Molecular Weight: 306.31

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1c(C)c2c(c(O)c1C/C=C/CCC(=O)O)C(=O)OC2

Standard InChI:  InChI=1S/C16H18O6/c1-9-11-8-22-16(20)13(11)14(19)10(15(9)21-2)6-4-3-5-7-12(17)18/h3-4,19H,5-8H2,1-2H3,(H,17,18)/b4-3+

Standard InChI Key:  WCZSZEYTIVGGSD-ONEGZZNKSA-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: 306.31

Molecular Weight (Monoisotopic): 306.1103

AlogP: 2.34

#Rotatable Bonds: 6

Polar Surface Area: 93.06

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.47

CX Basic pKa:

CX LogP: 3.28

CX LogD: -0.10

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.62

Np Likeness Score: 1.89

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]

2. Nelson PH, Eugui E, Wang CC, Allison AC..  (1990)  Synthesis and immunosuppressive activity of some side-chain variants of mycophenolic acid.,  33  (2): [PMID:1967654] [10.1021/jm00164a057]

Source

Source(1):

• Scientific Literature