2-(4-Amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-N-((2S,3R)-3-hydroxy-4-(N-isobutyl-4-nitrophenylsulfonamido)-1-phenylbutan-2-yl)acetamide

ID: ALA4475878

PubChem CID: 155537777

Max Phase: Preclinical

Molecular Formula: C26H31FN6O7S

Molecular Weight: 590.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)Cn1cc(F)c(N)nc1=O)S(=O)(=O)c1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C26H31FN6O7S/c1-17(2)13-32(41(39,40)20-10-8-19(9-11-20)33(37)38)15-23(34)22(12-18-6-4-3-5-7-18)29-24(35)16-31-14-21(27)25(28)30-26(31)36/h3-11,14,17,22-23,34H,12-13,15-16H2,1-2H3,(H,29,35)(H2,28,30,36)/t22-,23+/m0/s1

Standard InChI Key:  JMIQDUFANYKBGP-XZOQPEGZSA-N

Molfile:  

 
     RDKit          2D

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M  CHG  2  18   1  40  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4475878

   ---

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: 590.63

Molecular Weight (Monoisotopic): 590.1959

AlogP: 1.31

#Rotatable Bonds: 13

Polar Surface Area: 190.76

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.12

CX Basic pKa: ┄

CX LogP: 1.56

CX LogD: 1.56

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.19

Np Likeness Score: -1.07

References

1. Zhu M, Ma L, Zhou H, Dong B, Wang Y, Wang Z, Zhou J, Zhang G, Wang J, Liang C, Cen S, Wang Y..  (2020)  Preliminary SAR and biological evaluation of potent HIV-1 protease inhibitors with pyrimidine bases as novel P2 ligands to enhance activity against DRV-resistant HIV-1 variants.,  185  [PMID:31734023] [10.1016/j.ejmech.2019.111866]

Source

Source(1):

• Scientific Literature