N-((3,4-dihydro-2H-benzo[b][1,4]dioxepin-6-yl)methyl)-N-(2-(methylamino)-2-oxoethyl)-5-(pyrrolidine-1-carbonyl)-1H-pyrrole-3-carboxamide

ID: ALA4776433

PubChem CID: 162642911

Max Phase: Preclinical

Molecular Formula: C23H28N4O5

Molecular Weight: 440.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)CN(Cc1cccc2c1OCCCO2)C(=O)c1c[nH]c(C(=O)N2CCCC2)c1

Standard InChI:  InChI=1S/C23H28N4O5/c1-24-20(28)15-27(14-16-6-4-7-19-21(16)32-11-5-10-31-19)22(29)17-12-18(25-13-17)23(30)26-8-2-3-9-26/h4,6-7,12-13,25H,2-3,5,8-11,14-15H2,1H3,(H,24,28)

Standard InChI Key:  PERFIICOIOCDTK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   27.7526  -14.3301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4188  -13.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.7137  -13.5372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8073  -12.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0639  -12.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5114  -12.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9134  -13.6963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.8989  -12.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0888  -12.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7945   -9.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7402  -14.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9311  -14.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4446  -14.7483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0628  -14.9438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5467  -15.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.1334  -15.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  6 12  2  0
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 28 30  1  0
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 30 32  1  0
 32 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776433

   ---

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: 440.50

Molecular Weight (Monoisotopic): 440.2060

AlogP: 1.80

#Rotatable Bonds: 6

Polar Surface Area: 103.97

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.14

CX Basic pKa: ┄

CX LogP: 0.17

CX LogD: 0.17

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.71

Np Likeness Score: -1.59

References

1. Veerman JJN,Bruseker YB,Damen E,Heijne EH,van Bruggen W,Hekking KFW,Winkel R,Hupp CD,Keefe AD,Liu J,Thomson HA,Zhang Y,Cuozzo JW,McRiner AJ,Mulvihill MJ,van Rijnsbergen P,Zech B,Renzetti LM,Babiss L,Müller G.  (2021)  Discovery of 2,4-1H-Imidazole Carboxamides as Potent and Selective TAK1 Inhibitors.,  12  (4.0): [PMID:33859795] [10.1021/acsmedchemlett.0c00547]

Source

Source(1):

• Scientific Literature