rac-1-(4-(4-acetyl-3-ethyl-5-methyl-1H-pyrrol-2-yl)thiazol-2-yl)-N-(1,3-dihydroxypropan-2-yl)piperazine-2-carboxamide

ID: ALA5197323

PubChem CID: 168289553

Max Phase: Preclinical

Molecular Formula: C20H29N5O4S

Molecular Weight: 435.55

Names and Identifiers

Canonical SMILES:  CCc1c(-c2csc(N3CCNCC3C(=O)NC(CO)CO)n2)[nH]c(C)c1C(C)=O

Standard InChI:  InChI=1S/C20H29N5O4S/c1-4-14-17(12(3)28)11(2)22-18(14)15-10-30-20(24-15)25-6-5-21-7-16(25)19(29)23-13(8-26)9-27/h10,13,16,21-22,26-27H,4-9H2,1-3H3,(H,23,29)

Standard InChI Key:  OHGZRFBKZRICMV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -3.7010   -0.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5048   -0.3054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1500    0.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2407    0.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9615    1.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4790    1.2554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9281    0.6414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3428   -0.0767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1805    1.0561    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1805    0.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6037   -0.0296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9012   -0.1893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6218    0.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6218    1.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9012    1.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3426    1.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0634    1.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3426   -0.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3426   -1.0215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6218   -1.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9012   -1.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7842    1.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0634    0.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7842   -0.1893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5048    1.0589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 25 24  1  0
 26 25  1  0
 17 26  1  0
 22 27  1  0
 22 28  1  0
 28 29  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5197323

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 435.55

Molecular Weight (Monoisotopic): 435.1940

AlogP: 0.46

#Rotatable Bonds: 8

Polar Surface Area: 130.58

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.68

CX Basic pKa: 7.96

CX LogP: 0.42

CX LogD: -0.24

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.38

Np Likeness Score: -0.79

References

1. Dalle Vedove A, Cazzanelli G, Batiste L, Marchand JR, Spiliotopoulos D, Corsi J, D'Agostino VG, Caflisch A, Lolli G..  (2022)  Identification of a BAZ2A-Bromodomain Hit Compound by Fragment Growing.,  13  (9.0): [PMID:36105334] [10.1021/acsmedchemlett.2c00173]

Source

Source(1):

• Scientific Literature