(S)-1-((S)-2-amino-3-methylbutanoyl)-N-((S)-1-((S)-2-(9-((2-hydroxyethoxy)methyl)-6-oxo-6,9-dihydro-1H-purin-2-ylcarbamoyl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-yl)pyrrolidine-2-carboxamide

ID: ALA3087450

Chembl Id: CHEMBL3087450

PubChem CID: 136237961

Max Phase: Preclinical

Molecular Formula: C28H43N9O7

Molecular Weight: 617.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](N)C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)Nc1nc2c(ncn2COCCO)c(=O)[nH]1)C(C)C

Standard InChI:  InChI=1S/C28H43N9O7/c1-15(2)19(29)26(42)36-9-5-7-17(36)23(39)31-20(16(3)4)27(43)37-10-6-8-18(37)24(40)33-28-32-22-21(25(41)34-28)30-13-35(22)14-44-12-11-38/h13,15-20,38H,5-12,14,29H2,1-4H3,(H,31,39)(H2,32,33,34,40,41)/t17-,18-,19-,20-/m0/s1

Standard InChI Key:  QNLAKDSBQDIJRK-MUGJNUQGSA-N

Alternative Forms

1. Parent:

   

   ALA3087450

   ---

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: 617.71

Molecular Weight (Monoisotopic): 617.3285

AlogP: -0.87

#Rotatable Bonds: 12

Polar Surface Area: 217.87

Molecular Species: NEUTRAL

HBA: 11

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.00

CX Basic pKa: 8.14

CX LogP: -1.57

CX LogD: -2.13

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.19

Np Likeness Score: -0.45

References

1. Diez-Torrubia A, Cabrera S, de Castro S, García-Aparicio C, Mulder G, De Meester I, Camarasa MJ, Balzarini J, Velázquez S..  (2013)  Novel water-soluble prodrugs of acyclovir cleavable by the dipeptidyl-peptidase IV (DPP IV/CD26) enzyme.,  70  [PMID:24185376] [10.1016/j.ejmech.2013.10.001]

Source

Source(1):

• Scientific Literature