(4-(5-chloro-1H-indol-2-ylsulfonyl)piperazin-1-yl)(4-(pyridin-4-yl)phenyl)methanone

ID: ALA4092958

PubChem CID: 9872994

Max Phase: Preclinical

Molecular Formula: C24H21ClN4O3S

Molecular Weight: 480.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccc(-c2ccncc2)cc1)N1CCN(S(=O)(=O)c2cc3cc(Cl)ccc3[nH]2)CC1

Standard InChI:  InChI=1S/C24H21ClN4O3S/c25-21-5-6-22-20(15-21)16-23(27-22)33(31,32)29-13-11-28(12-14-29)24(30)19-3-1-17(2-4-19)18-7-9-26-10-8-18/h1-10,15-16,27H,11-14H2

Standard InChI Key:  QUWXNGCXFLZUFK-UHFFFAOYSA-N

Molfile:  

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   36.4798   -3.6586    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4092958

   1-(5-Chloroindol-2-ylsulfonyl)4-[4-(4-pyridyl)benzoyl]piperazine

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: 480.98

Molecular Weight (Monoisotopic): 480.1023

AlogP: 4.03

#Rotatable Bonds: 4

Polar Surface Area: 86.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.63

CX Basic pKa: 4.94

CX LogP: 3.18

CX LogD: 3.17

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.48

Np Likeness Score: -1.42

References

1. Warner DJ, Chen H, Cantin LD, Kenna JG, Stahl S, Walker CL, Noeske T..  (2012)  Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification.,  40  (12): [PMID:22961681] [10.1124/dmd.112.047068]

Source

Source(1):

• Scientific Literature