2,5-Diamino-6-[5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-hexanoic acid

ID: ALA609345

Chembl Id: CHEMBL609345

PubChem CID: 46876803

Max Phase: Preclinical

Molecular Formula: C14H22N4O7

Molecular Weight: 358.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(CC[C@H](N)C(=O)O)C[C@H]1OC(n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C14H22N4O7/c15-6(1-2-7(16)13(22)23)5-8-10(20)11(21)12(25-8)18-4-3-9(19)17-14(18)24/h3-4,6-8,10-12,20-21H,1-2,5,15-16H2,(H,22,23)(H,17,19,24)/t6?,7-,8+,10+,11+,12?/m0/s1

Standard InChI Key:  BPZYAHBYZPURAF-WRDBXGHFSA-N

Alternative Forms

1. Parent:

   

   ALA609345

   (2S)-2,5-diamino-6-[(2R,3S,4R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]hexanoic 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: 358.35

Molecular Weight (Monoisotopic): 358.1488

AlogP: -2.93

#Rotatable Bonds: 7

Polar Surface Area: 193.89

Molecular Species: ZWITTERION

HBA: 9

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.70

CX Basic pKa: 10.23

CX LogP: -5.83

CX LogD: -7.17

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.30

Np Likeness Score: 1.37

References

1. Barton DH, Géro SD, Lawrence F, Robert-Gero M, Quiclet-Sire B, Samadi M..  (1992)  Total synthesis of uracil analogues of sinefungin.,  35  (1): [PMID:1732534] [10.1021/jm00079a007]

Source

Source(1):

• Scientific Literature