ID: ALA3273848

Max Phase: Preclinical

Molecular Formula: C22H28N8O5

Molecular Weight: 484.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCN1CC(CN(C)c2ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc2)=Nc2c(N)nc(N)nc21

Standard InChI:  InChI=1S/C22H28N8O5/c1-3-30-11-13(25-17-18(23)27-22(24)28-19(17)30)10-29(2)14-6-4-12(5-7-14)20(33)26-15(21(34)35)8-9-16(31)32/h4-7,15H,3,8-11H2,1-2H3,(H,26,33)(H,31,32)(H,34,35)(H4,23,24,27,28)/t15-/m0/s1

Standard InChI Key:  KZFYYAOPKMGEHQ-HNNXBMFYSA-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: 484.52

Molecular Weight (Monoisotopic): 484.2183

AlogP: 0.74

#Rotatable Bonds: 10

Polar Surface Area: 200.36

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.25

CX Basic pKa: 6.86

CX LogP: -0.95

CX LogD: -4.60

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.32

Np Likeness Score: -0.60

References

1. Chaykovsky M, Hirst M, Lazarus H, Martinelli JE..  (1977)  Methotrexate analogues. 9. Synthesis and biological properties of some 8-alkyl-7,8-dihydro analogues.,  20  (10): [PMID:409842] [10.1021/jm00220a019]

Source

Source(1):

• Scientific Literature