ID: ALA223279

Max Phase: Preclinical

Molecular Formula: C21H23N5O6

Molecular Weight: 441.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1nc(N)c2c(CCCc3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc3)coc2n1

Standard InChI:  InChI=1S/C21H23N5O6/c22-17-16-13(10-32-19(16)26-21(23)25-17)3-1-2-11-4-6-12(7-5-11)18(29)24-14(20(30)31)8-9-15(27)28/h4-7,10,14H,1-3,8-9H2,(H,24,29)(H,27,28)(H,30,31)(H4,22,23,25,26)/t14-/m0/s1

Standard InChI Key:  FIVQYIXYOHOMEF-AWEZNQCLSA-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: 441.44

Molecular Weight (Monoisotopic): 441.1648

AlogP: 1.61

#Rotatable Bonds: 10

Polar Surface Area: 194.66

Molecular Species: ACID

HBA: 8

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.34

CX Basic pKa: 5.34

CX LogP: 0.12

CX LogD: -4.53

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.31

Np Likeness Score: 0.02

References

1. Gangjee A, Zeng Y, McGuire JJ, Kisliuk RL..  (2005)  Synthesis of classical, four-carbon bridged 5-substituted furo[2,3-d]pyrimidine and 6-substituted pyrrolo[2,3-d]pyrimidine analogues as antifolates.,  48  (16): [PMID:16078850] [10.1021/jm058213s]

2. Gangjee A, Zeng Y, McGuire JJ, Mehraein F, Kisliuk RL..  (2004)  Synthesis of classical, three-carbon-bridged 5-substituted furo[2,3-d]pyrimidine and 6-substituted pyrrolo[2,3-d]pyrimidine analogues as antifolates.,  47  (27): [PMID:15615538] [10.1021/jm040123k]

Source

Source(1):

• Scientific Literature