ID: ALA2311206

Max Phase: Preclinical

Molecular Formula: C26H33N5O13P2

Molecular Weight: 685.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1c(C)c2c(c(O)c1C/C=C(\C)COP(=O)(O)CP(=O)(O)OC[C@@H]1O[C@H](n3cnc4c(N)ncnc43)[C@@H](O)[C@H]1O)C(=O)OC2

Standard InChI:  InChI=1S/C26H33N5O13P2/c1-12(4-5-14-19(32)17-15(7-41-26(17)35)13(2)22(14)40-3)6-42-45(36,37)11-46(38,39)43-8-16-20(33)21(34)25(44-16)31-10-30-18-23(27)28-9-29-24(18)31/h4,9-10,16,20-21,25,32-34H,5-8,11H2,1-3H3,(H,36,37)(H,38,39)(H2,27,28,29)/b12-4+/t16-,20-,21-,25-/m0/s1

Standard InChI Key:  MCYWJNDIVYMDSF-XDKQCGSTSA-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: 685.52

Molecular Weight (Monoisotopic): 685.1550

AlogP: 1.27

#Rotatable Bonds: 12

Polar Surface Area: 268.13

Molecular Species: ACID

HBA: 16

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.03

CX Basic pKa: 4.92

CX LogP: -2.35

CX LogD: -4.55

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.09

Np Likeness Score: 1.37

References

1. Pankiewicz KW, Lesiak-Watanabe KB, Watanabe KA, Patterson SE, Jayaram HN, Yalowitz JA, Miller MD, Seidman M, Majumdar A, Prehna G, Goldstein BM..  (2002)  Novel mycophenolic adenine bis(phosphonate) analogues as potential differentiation agents against human leukemia.,  45  (3): [PMID:11806722] [10.1021/jm0104116]

2. Rejman D, Olesiak M, Chen L, Patterson SE, Wilson D, Jayaram HN, Hedstrom L, Pankiewicz KW..  (2006)  Novel methylenephosphophosphonate analogues of mycophenolic adenine dinucleotide. Inhibition of inosine monophosphate dehydrogenase.,  49  (16): [PMID:16884314] [10.1021/jm060479r]

Source

Source(1):

• Scientific Literature