(S)-2-(4-(((2,4-diamino-8-(3,4-dichlorobenzyl)-7,8-dihydropteridin-6-yl)methyl)(methyl)amino)benzamido)pentanedioic acid

ID: ALA3273853

Chembl Id: CHEMBL3273853

PubChem CID: 12376185

Max Phase: Preclinical

Molecular Formula: C27H28Cl2N8O5

Molecular Weight: 615.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(CC1=Nc2c(N)nc(N)nc2N(Cc2ccc(Cl)c(Cl)c2)C1)c1ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc1

Standard InChI:  InChI=1S/C27H28Cl2N8O5/c1-36(17-5-3-15(4-6-17)25(40)33-20(26(41)42)8-9-21(38)39)12-16-13-37(11-14-2-7-18(28)19(29)10-14)24-22(32-16)23(30)34-27(31)35-24/h2-7,10,20H,8-9,11-13H2,1H3,(H,33,40)(H,38,39)(H,41,42)(H4,30,31,34,35)/t20-/m0/s1

Standard InChI Key:  DOUGGQRTFUJRNA-FQEVSTJZSA-N

Alternative Forms

1. Parent:

   

   ALA3273853

   (2S)-2-[[4-[[2,4-diamino-8-[(3,4-dichlorophenyl)methyl]-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: 615.48

Molecular Weight (Monoisotopic): 614.1560

AlogP: 3.22

#Rotatable Bonds: 11

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: 6.82

CX LogP: 1.62

CX LogD: -2.05

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.21

Np Likeness Score: -0.84

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