ID: ALA3086867

Max Phase: Preclinical

Molecular Formula: C20H29N5O6

Molecular Weight: 435.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1nc2[nH]c(CCCCCCCCC(=O)N[C@@H](CCC(=O)O)C(=O)O)cc2c(=O)[nH]1

Standard InChI:  InChI=1S/C20H29N5O6/c21-20-24-17-13(18(29)25-20)11-12(22-17)7-5-3-1-2-4-6-8-15(26)23-14(19(30)31)9-10-16(27)28/h11,14H,1-10H2,(H,23,26)(H,27,28)(H,30,31)(H4,21,22,24,25,29)/t14-/m0/s1

Standard InChI Key:  OXCYOGOEPBVZSJ-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: 435.48

Molecular Weight (Monoisotopic): 435.2118

AlogP: 1.54

#Rotatable Bonds: 14

Polar Surface Area: 191.26

Molecular Species: ACID

HBA: 6

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.60

CX Basic pKa: 4.97

CX LogP: 0.27

CX LogD: -4.72

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.24

Np Likeness Score: 0.27

References

1. Wang Y, Cherian C, Orr S, Mitchell-Ryan S, Hou Z, Raghavan S, Matherly LH, Gangjee A..  (2013)  Tumor-targeting with novel non-benzoyl 6-substituted straight chain pyrrolo[2,3-d]pyrimidine antifolates via cellular uptake by folate receptor α and inhibition of de novo purine nucleotide biosynthesis.,  56  (21): [PMID:24111942] [10.1021/jm401139z]

Source

Source(1):

• Scientific Literature