ID: ALA5080121

Max Phase: Preclinical

Molecular Formula: C21H20FN5O8P2S

Molecular Weight: 583.43

Molecule Type: Unknown

Representations

Canonical SMILES:  COc1ccc(NC(=O)Nc2cccc(-c3nc(NC(P(=O)(O)O)P(=O)(O)O)c4ccsc4n3)c2)cc1F

Standard InChI:  InChI=1S/C21H20FN5O8P2S/c1-35-16-6-5-13(10-15(16)22)24-20(28)23-12-4-2-3-11(9-12)17-25-18(14-7-8-38-19(14)26-17)27-21(36(29,30)31)37(32,33)34/h2-10,21H,1H3,(H2,23,24,28)(H,25,26,27)(H2,29,30,31)(H2,32,33,34)

Standard InChI Key:  PNSMHVGMXQWMGI-UHFFFAOYSA-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: 583.43

Molecular Weight (Monoisotopic): 583.0492

AlogP: 4.20

#Rotatable Bonds: 8

Polar Surface Area: 203.23

Molecular Species: ACID

HBA: 8

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.88

CX Basic pKa: 4.11

CX LogP: 3.63

CX LogD: -1.19

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.15

Np Likeness Score: -1.67

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