(S)-2-(5-(3-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)propyl)thiophene-2-carboxamido)pentanedioic acid

ID: ALA3409334

Chembl Id: CHEMBL3409334

PubChem CID: 136015502

Max Phase: Preclinical

Molecular Formula: C19H21N5O6S

Molecular Weight: 447.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc2[nH]cc(CCCc3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)s3)c2c(=O)[nH]1

Standard InChI:  InChI=1S/C19H21N5O6S/c20-19-23-15-14(17(28)24-19)9(8-21-15)2-1-3-10-4-6-12(31-10)16(27)22-11(18(29)30)5-7-13(25)26/h4,6,8,11H,1-3,5,7H2,(H,22,27)(H,25,26)(H,29,30)(H4,20,21,23,24,28)/t11-/m0/s1

Standard InChI Key:  HQPQAUMWVMDRCN-NSHDSACASA-N

Alternative Forms

1. Parent:

   

   ALA3409334

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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: 447.47

Molecular Weight (Monoisotopic): 447.1213

AlogP: 1.12

#Rotatable Bonds: 10

Polar Surface Area: 191.26

Molecular Species: ACID

HBA: 7

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.60

CX Basic pKa: 4.74

CX LogP: 0.54

CX LogD: -4.65

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.27

Np Likeness Score: -0.33

References

1. Wang Y, Mitchell-Ryan S, Raghavan S, George C, Orr S, Hou Z, Matherly LH, Gangjee A..  (2015)  Novel 5-substituted pyrrolo[2,3-d]pyrimidines as dual inhibitors of glycinamide ribonucleotide formyltransferase and 5-aminoimidazole-4-carboxamide ribonucleotide formyltransferase and as potential antitumor agents.,  58  (3): [PMID:25602637] [10.1021/jm501787c]

Source

Source(1):

• Scientific Literature