4-(2-(4-(3-(4-chlorophenyl)allyl)piperazin-1-yl)ethyl)benzoic acid sulfuric acid

ID: ALA2172263

Cas Number: 86621-94-5

PubChem CID: 71312050

Product Number: B337166, Order Now?

Max Phase: Preclinical

Molecular Formula: C22H27ClN2O6S

Molecular Weight: 384.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(CCN2CCN(C/C=C/c3ccc(Cl)cc3)CC2)cc1.O=S(=O)(O)O

Standard InChI:  InChI=1S/C22H25ClN2O2.H2O4S/c23-21-9-5-18(6-10-21)2-1-12-24-14-16-25(17-15-24)13-11-19-3-7-20(8-4-19)22(26)27;1-5(2,3)4/h1-10H,11-17H2,(H,26,27);(H2,1,2,3,4)/b2-1+;

Standard InChI Key:  OVMQIVIYKXXEIT-TYYBGVCCSA-N

Molfile:  

     RDKit          2D

 32 33  0  0  0  0  0  0  0  0999 V2000
   19.3755  -32.6406    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.6634  -33.0572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0923  -33.0490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7888  -32.0606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9589  -32.0572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6573  -31.2523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9429  -31.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9429  -32.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2284  -32.9023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5139  -32.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5139  -31.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2284  -31.2523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6573  -30.4273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3718  -31.6648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7995  -32.9023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0850  -32.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3705  -32.9023    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3705  -33.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6560  -34.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9416  -33.7273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9416  -32.9023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6560  -32.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2271  -34.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5126  -33.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7982  -34.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0837  -33.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3692  -34.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6547  -33.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6547  -32.9023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3692  -32.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0837  -32.9023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9403  -32.4898    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  2  0
  1  4  1  0
  1  5  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7 12  2  0
  6 13  2  0
  6 14  1  0
 15 16  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 17 22  1  0
 23 24  1  0
 24 25  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 26 31  2  0
 29 32  1  0
 25 26  1  0
 20 23  1  0
 16 17  1  0
 10 15  1  0
M  END

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: 384.91

Molecular Weight (Monoisotopic): 384.1605

AlogP: 3.91

#Rotatable Bonds: 7

Polar Surface Area: 43.78

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.96

CX Basic pKa: 8.12

CX LogP: 1.94

CX LogD: 1.88

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.79

Np Likeness Score: -0.75

References

1. Horling A, Müller C, Barthel R, Bracher F, Imming P..  (2012)  A new class of selective and potent 7-dehydrocholesterol reductase inhibitors.,  55  (17): [PMID:22882119] [10.1021/jm3006096]

Source

Source(1):

• Scientific Literature