(R)-N-((11-(4-methylpiperazin-1-yl)-10,11-dihydrodibenzo[b,f]thiepin-2-yl)methyl)isobutyramide

ID: ALA1259189

PubChem CID: 49782794

Max Phase: Preclinical

Molecular Formula: C24H31N3OS

Molecular Weight: 409.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C(=O)NCc1ccc2c(c1)[C@H](N1CCN(C)CC1)Cc1ccccc1S2

Standard InChI:  InChI=1S/C24H31N3OS/c1-17(2)24(28)25-16-18-8-9-23-20(14-18)21(27-12-10-26(3)11-13-27)15-19-6-4-5-7-22(19)29-23/h4-9,14,17,21H,10-13,15-16H2,1-3H3,(H,25,28)/t21-/m1/s1

Standard InChI Key:  SHVCHMGRIYXVAY-OAQYLSRUSA-N

Molfile:  

     RDKit          2D

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   -2.9179  -25.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6256  -26.2405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3450  -25.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0531  -26.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3575  -25.0147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7738  -25.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0407  -27.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  3  4  1  0
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 17 18  1  0
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  1  5  1  0
  7 23  1  0
 10 11  2  0
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  4  5  2  0
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  1  2  1  0
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 12 13  2  0
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  5  6  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA1259189

   2-methyl-N-[[(5R)-5-(4-methylpiperazin-1-yl)-5,6-dihydrobenzo[b][1]benzothiepin-3-yl]methyl]propanamide

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: 409.60

Molecular Weight (Monoisotopic): 409.2188

AlogP: 3.95

#Rotatable Bonds: 4

Polar Surface Area: 35.58

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.03

CX LogP: 4.24

CX LogD: 3.52

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.83

Np Likeness Score: -0.67

References

1. Kristensen JL, Püschl A, Jensen M, Risgaard R, Christoffersen CT, Bang-Andersen B, Balle T..  (2010)  Exploring the neuroleptic substituent in octoclothepin: potential ligands for positron emission tomography with subnanomolar affinity for α(1)-adrenoceptors.,  53  (19): [PMID:20857909] [10.1021/jm100652h]

Source

Source(1):

• Scientific Literature