tert-Butyl 8-(3-Methyl-2-(4-methylpiperazin-1-yl)quinoline-4-carboxamido)octylcarbamate

ID: ALA2011597

PubChem CID: 70685203

Max Phase: Preclinical

Molecular Formula: C29H45N5O3

Molecular Weight: 511.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(N2CCN(C)CC2)nc2ccccc2c1C(=O)NCCCCCCCCNC(=O)OC(C)(C)C

Standard InChI:  InChI=1S/C29H45N5O3/c1-22-25(23-14-10-11-15-24(23)32-26(22)34-20-18-33(5)19-21-34)27(35)30-16-12-8-6-7-9-13-17-31-28(36)37-29(2,3)4/h10-11,14-15H,6-9,12-13,16-21H2,1-5H3,(H,30,35)(H,31,36)

Standard InChI Key:  MDTICLULVWNTBA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   21.1643    3.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8810    3.3155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5932    3.7318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3099    3.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.1819    0.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1807   -0.0148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.3196    1.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7563   -0.4166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7552   -1.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4671   -1.6477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1825   -1.2360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1812   -0.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.8970   -1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.3152    2.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0275    2.4716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5986    2.4640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  3  4  1  0
  7  8  1  0
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 28 29  1  0
 29 30  1  0
 15 16  2  0
 28 31  1  0
 23 32  1  0
 16 17  1  0
 24 33  1  0
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  8  9  1  0
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 37  1  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2011597

   tert-butyl N-[8-[[3-methyl-2-(4-methylpiperazin-1-yl)quinoline-4-carbonyl]amino]octyl]carbamate

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: 511.71

Molecular Weight (Monoisotopic): 511.3522

AlogP: 4.89

#Rotatable Bonds: 11

Polar Surface Area: 86.80

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.50

CX LogP: 5.32

CX LogD: 4.97

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.42

Np Likeness Score: -0.95

References

1. Cappelli A, Manini M, Paolino M, Gallelli A, Anzini M, Mennuni L, Del Cadia M, De Rienzo F, Menziani MC, Vomero S..  (2011)  Bivalent Ligands for the Serotonin 5-HT3 Receptor.,  2  (8): [PMID:24900351] [10.1021/ml2000388]

Source

Source(1):

• Scientific Literature