ID: ALA157857

Max Phase: Preclinical

Molecular Formula: C20H20N6O6

Molecular Weight: 440.42

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1nc(O)c2cc(NCc3ccc(C(=O)NC(CCC(=O)O)C(=O)O)cc3)cnc2n1

Standard InChI:  InChI=1S/C20H20N6O6/c21-20-25-16-13(18(30)26-20)7-12(9-23-16)22-8-10-1-3-11(4-2-10)17(29)24-14(19(31)32)5-6-15(27)28/h1-4,7,9,14,22H,5-6,8H2,(H,24,29)(H,27,28)(H,31,32)(H3,21,23,25,26,30)

Standard InChI Key:  AYDSBKMPDDZABS-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: 440.42

Molecular Weight (Monoisotopic): 440.1444

AlogP: 0.97

#Rotatable Bonds: 9

Polar Surface Area: 200.65

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: 0.17

CX LogP: 0.64

CX LogD: -5.94

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.28

Np Likeness Score: -0.69

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