ID: ALA3086864

Max Phase: Preclinical

Molecular Formula: C17H23N5O6

Molecular Weight: 393.40

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C17H23N5O6/c18-17-21-14-10(15(26)22-17)8-9(19-14)4-2-1-3-5-12(23)20-11(16(27)28)6-7-13(24)25/h8,11H,1-7H2,(H,20,23)(H,24,25)(H,27,28)(H4,18,19,21,22,26)/t11-/m0/s1

Standard InChI Key:  DSEZCYKANVEUMR-NSHDSACASA-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: 393.40

Molecular Weight (Monoisotopic): 393.1648

AlogP: 0.37

#Rotatable Bonds: 11

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: 3.64

CX Basic pKa: 4.98

CX LogP: -1.05

CX LogD: -6.00

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.29

Np Likeness Score: 0.30

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