1,4-bis(4-nitrophenethyl)piperazine

ID: ALA2146755

Chembl Id: CHEMBL2146755

PubChem CID: 52337837

Max Phase: Preclinical

Molecular Formula: C20H24N4O4

Molecular Weight: 384.44

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 1,4-Bis(4-Nitrophenethyl)Piperazine | CHEMBL2146755|SCHEMBL2731306|GKZBQPSXHBJOPU-UHFFFAOYSA-N|BDBM50391770|1,4-Bis(4-Nitrophenethyl)Piperazine|1,4-bis[2-(4-nitrophenyl)ethyl]piperazine

Canonical SMILES:  O=[N+]([O-])c1ccc(CCN2CCN(CCc3ccc([N+](=O)[O-])cc3)CC2)cc1

Standard InChI:  InChI=1S/C20H24N4O4/c25-23(26)19-5-1-17(2-6-19)9-11-21-13-15-22(16-14-21)12-10-18-3-7-20(8-4-18)24(27)28/h1-8H,9-16H2

Standard InChI Key:  GKZBQPSXHBJOPU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2146755

   1,4-Bis(4-Nitrophenethyl)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: 384.44

Molecular Weight (Monoisotopic): 384.1798

AlogP: 2.91

#Rotatable Bonds: 8

Polar Surface Area: 92.76

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.76

CX LogP: 3.94

CX LogD: 3.43

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.51

Np Likeness Score: -0.82

References

1. Tang H, Walsh SP, Yan Y, de Jesus RK, Shahripour A, Teumelsan N, Zhu Y, Ha S, Owens KA, Thomas-Fowlkes BS, Felix JP, Liu J, Kohler M, Priest BT, Bailey T, Brochu R, Alonso-Galicia M, Kaczorowski GJ, Roy S, Yang L, Mills SG, Garcia ML, Pasternak A..  (2012)  Discovery of Selective Small Molecule ROMK Inhibitors as Potential New Mechanism Diuretics.,  3  (5): [PMID:24900480] [10.1021/ml3000066]

2.  (2015)  Inhibitors of the renal outer medullary potassium channel, 

3. Tang H, Zhu Y, Teumelsan N, Walsh SP, Shahripour A, Priest BT, Swensen AM, Felix JP, Brochu RM, Bailey T, Thomas-Fowlkes B, Pai LY, Hampton C, Corona A, Hernandez M, Metzger J, Forrest M, Zhou X, Owens K, Tong V, Parmee E, Roy S, Kaczorowski GJ, Yang L, Alonso-Galicia M, Garcia ML, Pasternak A..  (2016)  Discovery of MK-7145, an Oral Small Molecule ROMK Inhibitor for the Treatment of Hypertension and Heart Failure.,  7  (7): [PMID:27437080] [10.1021/acsmedchemlett.6b00122]

Source

Source(2):

• Scientific Literature
• BindingDB Database