SID26756486

ID: ALA1275655

Cas Number: 102993-22-6

PubChem CID: 1236

Max Phase: Preclinical

Molecular Formula: C36H39N3O6

Molecular Weight: 609.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1=C(C)NC(C)=C(C(=O)OCCCN2CCC(c3ccccc3)(c3ccccc3)CC2)C1c1cccc([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C36H39N3O6/c1-25-31(34(40)44-3)33(27-12-10-17-30(24-27)39(42)43)32(26(2)37-25)35(41)45-23-11-20-38-21-18-36(19-22-38,28-13-6-4-7-14-28)29-15-8-5-9-16-29/h4-10,12-17,24,33,37H,11,18-23H2,1-3H3

Standard InChI Key:  SVJMLYUFVDMUHP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.9878   -1.8390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5588    2.2860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.7022    1.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2733    1.8735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9878   -2.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2733   -1.4265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8070   -4.0712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2161   -3.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4642   -3.5825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1312    4.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9878    0.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2733    1.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7022   -1.4265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4167   -0.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5248   -4.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4036   -3.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6517   -1.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7022   -0.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7123   -4.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1214   -2.2342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2733    3.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0
  1 37  1  0
  2 20  1  0
  2 45  1  0
  3 17  2  0
  4 20  2  0
  5  9  1  0
  6  9  2  0
  7 15  1  0
  7 16  1  0
  8 26  1  0
  8 27  1  0
  8 36  1  0
  9 25  1  0
 10 11  1  0
 10 12  1  0
 10 14  1  0
 11 15  2  0
 11 17  1  0
 12 16  2  0
 12 20  1  0
 13 18  1  0
 13 19  1  0
 13 21  1  0
 13 22  1  0
 14 23  2  0
 14 24  1  0
 15 32  1  0
 16 33  1  0
 18 28  2  0
 18 30  1  0
 19 29  2  0
 19 31  1  0
 21 26  1  0
 22 27  1  0
 23 25  1  0
 24 34  2  0
 25 35  2  0
 28 38  1  0
 29 39  1  0
 30 40  2  0
 31 41  2  0
 34 35  1  0
 36 42  1  0
 37 42  1  0
 38 43  2  0
 39 44  2  0
 40 43  1  0
 41 44  1  0
M  CHG  2   5  -1   9   1
M  END

Alternative Forms

1. Parent:

   

   ALA1275655

   Niguldipine

2. Alternative Forms:

   

   ALA1275655

   Niguldipine hydrochloride

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: 609.72

Molecular Weight (Monoisotopic): 609.2839

AlogP: 6.02

#Rotatable Bonds: 10

Polar Surface Area: 111.01

Molecular Species: BASE

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.59

CX LogP: 5.60

CX LogD: 3.43

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.13

Np Likeness Score: -0.69

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

3. PubChem BioAssay data set, 

4. Vivier D, Bennis K, Lesage F, Ducki S..  (2016)  Perspectives on the Two-Pore Domain Potassium Channel TREK-1 (TWIK-Related K(+) Channel 1). A Novel Therapeutic Target?,  59  (11): [PMID:26588045] [10.1021/acs.jmedchem.5b00671]

5. Ellen Van Damme.  (2021)  Screening of ~5500 FDA-approved drugs and clinical candidates for anti-SARS-CoV-2 activity,  [10.6019/CHEMBL4651402]

6. Zattoni IF, Delabio LC, Dutra JP, Kita DH, Scheiffer G, Hembecker M, Pereira GDS, Moure VR, Valdameri G..  (2022)  Targeting breast cancer resistance protein (BCRP/ABCG2): Functional inhibitors and expression modulators.,  237  [PMID:35483322] [10.1016/j.ejmech.2022.114346]

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• IMI-CARE SARS-CoV-2 Data