(S)-2-(3-{[N-methyl-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)methylamino]-carbonyl}phenylcarbonyl)aminopentanedioic acid

ID: ALA4562619

Chembl Id: CHEMBL4562619

PubChem CID: 137150146

Max Phase: Preclinical

Molecular Formula: C21H22N6O7

Molecular Weight: 470.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(Cc1cc2c(=O)[nH]c(N)nc2[nH]1)C(=O)c1cccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)c1

Standard InChI:  InChI=1S/C21H22N6O7/c1-27(9-12-8-13-16(23-12)25-21(22)26-18(13)31)19(32)11-4-2-3-10(7-11)17(30)24-14(20(33)34)5-6-15(28)29/h2-4,7-8,14H,5-6,9H2,1H3,(H,24,30)(H,28,29)(H,33,34)(H4,22,23,25,26,31)/t14-/m0/s1

Standard InChI Key:  PNRJTEIZPOHDEE-AWEZNQCLSA-N

Alternative Forms

1. Parent:

   

   ALA4562619

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 470.44

Molecular Weight (Monoisotopic): 470.1550

AlogP: 0.15

#Rotatable Bonds: 9

Polar Surface Area: 211.57

Molecular Species: ACID

HBA: 7

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.95

CX Basic pKa: 4.65

CX LogP: -1.71

CX LogD: -7.17

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.25

Np Likeness Score: -0.58

References

1. Xiang W, Dekhne A, Doshi A, O'Connor C, Hou Z, Matherly LH, Gangjee A..  (2019)  Discovery of amide-bridged pyrrolo[2,3-d]pyrimidines as tumor targeted classical antifolates with selective uptake by folate receptor α and inhibition of de novo purine nucleotide biosynthesis.,  27  (23): [PMID:31679978] [10.1016/j.bmc.2019.115125]

Source

Source(1):

• Scientific Literature