ID: ALA4483336

Max Phase: Preclinical

Molecular Formula: C22H21N5O2

Molecular Weight: 387.44

Molecule Type: Unknown

Representations

Canonical SMILES:  CCc1nc(N)nc(N)c1C#C[C@H](C)c1cc2c(c(-c3ccncc3)c1)OCO2

Standard InChI:  InChI=1S/C22H21N5O2/c1-3-18-16(21(23)27-22(24)26-18)5-4-13(2)15-10-17(14-6-8-25-9-7-14)20-19(11-15)28-12-29-20/h6-11,13H,3,12H2,1-2H3,(H4,23,24,26,27)/t13-/m0/s1

Standard InChI Key:  BFKKZVMQJNNEFK-ZDUSSCGKSA-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: 387.44

Molecular Weight (Monoisotopic): 387.1695

AlogP: 3.15

#Rotatable Bonds: 3

Polar Surface Area: 109.17

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 7.12

CX LogP: 3.40

CX LogD: 3.22

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.66

Np Likeness Score: -0.26

References

1. Reeve SM, Scocchera E, Ferreira JJ, G-Dayanandan N, Keshipeddy S, Wright DL, Anderson AC..  (2016)  Charged Propargyl-Linked Antifolates Reveal Mechanisms of Antifolate Resistance and Inhibit Trimethoprim-Resistant MRSA Strains Possessing Clinically Relevant Mutations.,  59  (13): [PMID:27308944] [10.1021/acs.jmedchem.6b00688]

Source

Source(1):

• Scientific Literature