Tetrahydromethotrexate

ID: ALA3273855

Chembl Id: CHEMBL3273855

Cas Number: 4299-28-9

PubChem CID: 101190

Max Phase: Preclinical

Molecular Formula: C20H26N8O5

Molecular Weight: 458.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(CC1CNc2nc(N)nc(N)c2N1)c1ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc1

Standard InChI:  InChI=1S/C20H26N8O5/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30/h2-5,11,13,24H,6-9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H5,21,22,23,26,27)/t11?,13-/m0/s1

Standard InChI Key:  GLSBTKIRCIEEJO-YUZLPWPTSA-N

Alternative Forms

1. Parent:

   

   ALA3273855

   Tetrahydroamethopterin

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: 458.48

Molecular Weight (Monoisotopic): 458.2026

AlogP: 0.03

#Rotatable Bonds: 9

Polar Surface Area: 208.82

Molecular Species: ACID

HBA: 10

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.44

CX Basic pKa: 8.07

CX LogP: -3.58

CX LogD: -5.97

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.27

Np Likeness Score: -0.13

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