ID: ALA156308

Max Phase: Preclinical

Molecular Formula: C21H26N6O6

Molecular Weight: 458.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN(Cc1ccc(C(=O)NC(CCC(=O)O)C(=O)O)cc1)C1CNc2nc(N)nc(O)c2C1

Standard InChI:  InChI=1S/C21H26N6O6/c1-27(13-8-14-17(23-9-13)25-21(22)26-19(14)31)10-11-2-4-12(5-3-11)18(30)24-15(20(32)33)6-7-16(28)29/h2-5,13,15H,6-10H2,1H3,(H,24,30)(H,28,29)(H,32,33)(H4,22,23,25,26,31)

Standard InChI Key:  KXOQULHDJQKBOP-UHFFFAOYSA-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: 458.48

Molecular Weight (Monoisotopic): 458.1914

AlogP: 0.28

#Rotatable Bonds: 9

Polar Surface Area: 191.00

Molecular Species: ACID

HBA: 9

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.29

CX Basic pKa: 8.06

CX LogP: -2.16

CX LogD: -5.21

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.30

Np Likeness Score: -0.32

References

1. Singh SK, Dev IK, Duch DS, Ferone R, Smith GK, Freisheim JH, Hynes JB..  (1991)  Synthesis and biological evaluation of 5-deazaisofolic acid, 5-deaza-5,6,7,8-tetrahydroisofolic acid, and their N9-substituted analogues.,  34  (2): [PMID:1995883] [10.1021/jm00106a021]

Source

Source(1):

• Scientific Literature