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

ID: ALA4456590

Chembl Id: CHEMBL4456590

PubChem CID: 155524531

Max Phase: Preclinical

Molecular Formula: C19H20N6O7S

Molecular Weight: 476.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(Cc1cc2c(=O)[nH]c(N)nc2[nH]1)C(=O)c1csc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)c1

Standard InChI:  InChI=1S/C19H20N6O7S/c1-25(6-9-5-10-14(21-9)23-19(20)24-15(10)28)17(30)8-4-12(33-7-8)16(29)22-11(18(31)32)2-3-13(26)27/h4-5,7,11H,2-3,6H2,1H3,(H,22,29)(H,26,27)(H,31,32)(H4,20,21,23,24,28)/t11-/m0/s1

Standard InChI Key:  QOIFCZFQKZPNJR-NSHDSACASA-N

Alternative Forms

1. Parent:

   

   ALA4456590

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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: 476.47

Molecular Weight (Monoisotopic): 476.1114

AlogP: 0.21

#Rotatable Bonds: 9

Polar Surface Area: 211.57

Molecular Species: ACID

HBA: 8

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.14

CX Basic pKa: 4.60

CX LogP: -1.81

CX LogD: -7.19

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.25

Np Likeness Score: -0.69

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