2-(((3,5-Dimethylisoxazol-4-yl)methyl)thio)-1-(4-(o-tolyl)-1,4-diazepan-1-yl)ethan-1-one

ID: ALA4561103

PubChem CID: 117968554

Max Phase: Preclinical

Molecular Formula: C20H27N3O2S

Molecular Weight: 373.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccccc1N1CCCN(C(=O)CSCc2c(C)noc2C)CC1

Standard InChI:  InChI=1S/C20H27N3O2S/c1-15-7-4-5-8-19(15)22-9-6-10-23(12-11-22)20(24)14-26-13-18-16(2)21-25-17(18)3/h4-5,7-8H,6,9-14H2,1-3H3

Standard InChI Key:  KMNOGSMBFPUBKK-UHFFFAOYSA-N

Molfile:  

 
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    9.9619  -12.8049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5788  -14.0850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.0202  -13.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.9957  -12.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4043  -13.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.2256  -13.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2256  -11.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9957  -13.9211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2220  -13.1605    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5456  -12.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5008  -13.2441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8487  -13.9720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6531  -13.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8008  -13.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0917  -12.6574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9742  -11.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2355  -14.4475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  4 10  1  0
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 22 26  1  0
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  2 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4561103

   2-(((3,5-Dimethylisoxazol-4-yl)methyl)thio)-1-(4-(o-tolyl)-1,4-diazepan-1-yl)ethan-1-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 373.52

Molecular Weight (Monoisotopic): 373.1824

AlogP: 3.57

#Rotatable Bonds: 5

Polar Surface Area: 49.58

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.03

CX LogP: 2.66

CX LogD: 2.66

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.80

Np Likeness Score: -2.36

References

1. Johnson JK, Skoda EM, Zhou J, Parrinello E, Wang D, O'Malley K, Eyer BR, Kazancioglu M, Eisermann K, Johnston PA, Nelson JB, Wang Z, Wipf P..  (2016)  Small Molecule Antagonists of the Nuclear Androgen Receptor for the Treatment of Castration-Resistant Prostate Cancer.,  7  (8): [PMID:27563404] [10.1021/acsmedchemlett.6b00186]

Source

Source(1):

• Scientific Literature