ID: ALA5082193

Max Phase: Preclinical

Molecular Formula: C25H27FN4O9P2S

Molecular Weight: 640.52

Molecule Type: Unknown

Representations

Canonical SMILES:  COc1ccc([C@@H](OC(C)C)C(=O)Nc2cccc(-c3nc(NC(P(=O)(O)O)P(=O)(O)O)c4ccsc4n3)c2)cc1F

Standard InChI:  InChI=1S/C25H27FN4O9P2S/c1-13(2)39-20(14-7-8-19(38-3)18(26)12-14)23(31)27-16-6-4-5-15(11-16)21-28-22(17-9-10-42-24(17)29-21)30-25(40(32,33)34)41(35,36)37/h4-13,20,25H,1-3H3,(H,27,31)(H,28,29,30)(H2,32,33,34)(H2,35,36,37)/t20-/m1/s1

Standard InChI Key:  FOENAZLLPOCDBA-HXUWFJFHSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 640.52

Molecular Weight (Monoisotopic): 640.0958

AlogP: 4.66

#Rotatable Bonds: 11

Polar Surface Area: 200.43

Molecular Species: ACID

HBA: 9

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.88

CX Basic pKa: 4.11

CX LogP: 2.39

CX LogD: -0.78

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.12

Np Likeness Score: -1.37

References

1. Lee HF, Lacbay CM, Boutin R, Matralis AN, Park J, Waller DD, Guan TL, Sebag M, Tsantrizos YS..  (2022)  Synthesis and Evaluation of Structurally Diverse C-2-Substituted Thienopyrimidine-Based Inhibitors of the Human Geranylgeranyl Pyrophosphate Synthase.,  65  (3.0): [PMID:35077178] [10.1021/acs.jmedchem.1c01913]

Source

Source(1):

• Scientific Literature