(S)-2-(4-(((2,4-diamino-8-hexyl-7,8-dihydropteridin-6-yl)methyl)(methyl)amino)benzamido)pentanedioic acid

ID: ALA3273850

Chembl Id: CHEMBL3273850

PubChem CID: 12376179

Max Phase: Preclinical

Molecular Formula: C26H36N8O5

Molecular Weight: 540.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCN1CC(CN(C)c2ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc2)=Nc2c(N)nc(N)nc21

Standard InChI:  InChI=1S/C26H36N8O5/c1-3-4-5-6-13-34-15-17(29-21-22(27)31-26(28)32-23(21)34)14-33(2)18-9-7-16(8-10-18)24(37)30-19(25(38)39)11-12-20(35)36/h7-10,19H,3-6,11-15H2,1-2H3,(H,30,37)(H,35,36)(H,38,39)(H4,27,28,31,32)/t19-/m0/s1

Standard InChI Key:  HQUPNEBKEPCRSG-IBGZPJMESA-N

Alternative Forms

1. Parent:

   

   ALA3273850

   (2S)-2-[[4-[(2,4-diamino-8-hexyl-7H-pteridin-6-yl)methyl-methylamino]benzoyl]amino]pentanedioic acid

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

Calculated Properties

Molecular Weight: 540.63

Molecular Weight (Monoisotopic): 540.2809

AlogP: 2.30

#Rotatable Bonds: 14

Polar Surface Area: 200.36

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.25

CX Basic pKa: 6.86

CX LogP: 0.90

CX LogD: -2.75

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.22

Np Likeness Score: -0.52

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