2-(2-(3-(Benzyloxy)phenyl)-7-(8-fluoro-5-methylchroman-6-yl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-tert-butoxyacetic Acid

ID: ALA4513683

PubChem CID: 56932431

Max Phase: Preclinical

Molecular Formula: C36H36FN3O5

Molecular Weight: 609.70

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc2cc(-c3cccc(OCc4ccccc4)c3)nn2c(-c2cc(F)c3c(c2C)CCCO3)c1C(OC(C)(C)C)C(=O)O

Standard InChI:  InChI=1S/C36H36FN3O5/c1-21-26-15-10-16-43-33(26)28(37)18-27(21)32-31(34(35(41)42)45-36(3,4)5)22(2)38-30-19-29(39-40(30)32)24-13-9-14-25(17-24)44-20-23-11-7-6-8-12-23/h6-9,11-14,17-19,34H,10,15-16,20H2,1-5H3,(H,41,42)

Standard InChI Key:  DVJQLVUSYHSWBD-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4513683

   2-[7-(8-fluoro-5-methyl-3,4-dihydro-2H-chromen-6-yl)-5-methyl-2-(3-phenylmethoxyphenyl)pyrazolo[1,5-a]pyrimidin-6-yl]-2-[(2-methylpropan-2-yl)oxy]acetic acid

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: 609.70

Molecular Weight (Monoisotopic): 609.2639

AlogP: 7.66

#Rotatable Bonds: 8

Polar Surface Area: 95.18

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.76

CX Basic pKa: 1.31

CX LogP: 7.55

CX LogD: 4.27

Aromatic Rings: 5

Heavy Atoms: 45

QED Weighted: 0.19

Np Likeness Score: -0.84

References

1. Li G, Meanwell NA, Krystal MR, Langley DR, Naidu BN, Sivaprakasam P, Lewis H, Kish K, Khan JA, Ng A, Trainor GL, Cianci C, Dicker IB, Walker MA, Lin Z, Protack T, Discotto L, Jenkins S, Gerritz SW, Pendri A..  (2020)  Discovery and Optimization of Novel Pyrazolopyrimidines as Potent and Orally Bioavailable Allosteric HIV-1 Integrase Inhibitors.,  63  (5): [PMID:32081010] [10.1021/acs.jmedchem.9b01681]

Source

Source(1):

• Scientific Literature