ID: ALA289923

Max Phase: Preclinical

Molecular Formula: C20H27N7O4

Molecular Weight: 429.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  NCCCC(NC(=O)c1ccc(NCC2CNc3nc(N)nc(O)c3C2)cc1)C(=O)O

Standard InChI:  InChI=1S/C20H27N7O4/c21-7-1-2-15(19(30)31)25-17(28)12-3-5-13(6-4-12)23-9-11-8-14-16(24-10-11)26-20(22)27-18(14)29/h3-6,11,15,23H,1-2,7-10,21H2,(H,25,28)(H,30,31)(H4,22,24,26,27,29)

Standard InChI Key:  YYXQTKSKWJEYRP-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: 429.48

Molecular Weight (Monoisotopic): 429.2125

AlogP: 0.38

#Rotatable Bonds: 9

Polar Surface Area: 188.51

Molecular Species: ZWITTERION

HBA: 9

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.36

CX Basic pKa: 9.89

CX LogP: -2.04

CX LogD: -2.04

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.29

Np Likeness Score: 0.01

References

1. Rosowsky A, Forsch RA, Reich VE, Freisheim JH, Moran RG..  (1992)  Side chain modified 5-deazafolate and 5-deazatetrahydrofolate analogues as mammalian folylpolyglutamate synthetase and glycinamide ribonucleotide formyltransferase inhibitors: synthesis and in vitro biological evaluation.,  35  (9): [PMID:1578484] [10.1021/jm00087a012]

2. Singh SK, Singer SC, Ferone R, Waters KA, Mullin RJ, Hynes JB..  (1992)  Synthesis and biological evaluation of N alpha-(5-deaza-5,6,7,8-tetrahydropteroyl)-L-ornithine.,  35  (11): [PMID:1375963] [10.1021/jm00089a009]

Source

Source(1):

• Scientific Literature