ID: ALA1683752

Max Phase: Preclinical

Molecular Formula: C24H30N5O10PS

Molecular Weight: 611.57

Molecule Type: Small molecule

Representations

Synonyms (1): Mycophenolic Ethylenephosphonate-5'-Thioadenosine
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1c(C)c2c(c(O)c1CCOP(=O)(O)CCSC[C@@H]1O[C@H](n3cnc4c(N)ncnc43)[C@@H](O)[C@H]1O)C(=O)OC2

Standard InChI:  InChI=1S/C24H30N5O10PS/c1-11-13-7-37-24(33)15(13)17(30)12(20(11)36-2)3-4-38-40(34,35)5-6-41-8-14-18(31)19(32)23(39-14)29-10-28-16-21(25)26-9-27-22(16)29/h9-10,14,18-19,23,30-32H,3-8H2,1-2H3,(H,34,35)(H2,25,26,27)/t14-,18-,19-,23-/m0/s1

Standard InChI Key:  ZXNCBGGEQHAKGR-BCJZVPSXSA-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: 611.57

Molecular Weight (Monoisotopic): 611.1451

AlogP: 0.90

#Rotatable Bonds: 11

Polar Surface Area: 221.60

Molecular Species: ACID

HBA: 15

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.06

CX Basic pKa: 4.92

CX LogP: -1.72

CX LogD: -2.12

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.12

Np Likeness Score: 1.04

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