4-(4-Benzo[1,3]dioxol-5-yl-1H-pyrazol-3-yl)-6-sec-butyl-benzene-1,3-diol

ID: ALA187674

Chembl Id: CHEMBL187674

PubChem CID: 136109076

Max Phase: Preclinical

Molecular Formula: C20H20N2O4

Molecular Weight: 352.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(C)c1cc(-c2[nH]ncc2-c2ccc3c(c2)OCO3)c(O)cc1O

Standard InChI:  InChI=1S/C20H20N2O4/c1-3-11(2)13-7-14(17(24)8-16(13)23)20-15(9-21-22-20)12-4-5-18-19(6-12)26-10-25-18/h4-9,11,23-24H,3,10H2,1-2H3,(H,21,22)

Standard InChI Key:  OHOJLMASLIOMNZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA187674

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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: 352.39

Molecular Weight (Monoisotopic): 352.1423

AlogP: 4.40

#Rotatable Bonds: 4

Polar Surface Area: 87.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.22

CX Basic pKa: 2.09

CX LogP: 4.20

CX LogD: 4.19

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.65

Np Likeness Score: 0.10

References

1. Cheung KM, Matthews TP, James K, Rowlands MG, Boxall KJ, Sharp SY, Maloney A, Roe SM, Prodromou C, Pearl LH, Aherne GW, McDonald E, Workman P..  (2005)  The identification, synthesis, protein crystal structure and in vitro biochemical evaluation of a new 3,4-diarylpyrazole class of Hsp90 inhibitors.,  15  (14): [PMID:15955698] [10.1016/j.bmcl.2005.05.046]

Source

Source(1):

• Scientific Literature