ID: ALA1683753

Max Phase: Preclinical

Molecular Formula: C24H30N5O11PS

Molecular Weight: 627.57

Molecule Type: Small molecule

Representations

Synonyms (1): Mycophenolic Ethylenephosphonate-8-Thioadenosine
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1c(C)c2c(c(O)c1CCOP(=O)(O)CCSc1nc3c(N)ncnc3n1[C@H]1O[C@@H](CO)[C@H](O)[C@@H]1O)C(=O)OC2

Standard InChI:  InChI=1S/C24H30N5O11PS/c1-10-12-8-38-23(34)14(12)16(31)11(19(10)37-2)3-4-39-41(35,36)5-6-42-24-28-15-20(25)26-9-27-21(15)29(24)22-18(33)17(32)13(7-30)40-22/h9,13,17-18,22,30-33H,3-8H2,1-2H3,(H,35,36)(H2,25,26,27)/t13-,17-,18-,22-/m0/s1

Standard InChI Key:  GLOKAJGIGNBHII-GJDLODDASA-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: 627.57

Molecular Weight (Monoisotopic): 627.1400

AlogP: 0.25

#Rotatable Bonds: 11

Polar Surface Area: 241.83

Molecular Species: ACID

HBA: 16

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.05

CX Basic pKa: 4.62

CX LogP: -1.55

CX LogD: -2.19

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.09

Np Likeness Score: 0.77

References

1. Felczak K, Chen L, Wilson D, Williams J, Vince R, Petrelli R, Jayaram HN, Kusumanchi P, Kumar M, Pankiewicz KW..  (2011)  Cofactor-type inhibitors of inosine monophosphate dehydrogenase via modular approach: targeting the pyrophosphate binding sub-domain.,  19  (5): [PMID:21324702] [10.1016/j.bmc.2011.01.042]

Source

Source(1):

• Scientific Literature