(1R)-7-(1,2-dihydroxyethyl)-1,3-dimethyl-1,3-dihydro-2H-benzo[d]azepin-2-one

ID: ALA5219599

Chembl Id: CHEMBL5219599

PubChem CID: 168299290

Max Phase: Preclinical

Molecular Formula: C14H17NO3

Molecular Weight: 247.29

Names and Identifiers

Canonical SMILES:  C[C@H]1C(=O)N(C)C=Cc2cc(C(O)CO)ccc21

Standard InChI:  InChI=1S/C14H17NO3/c1-9-12-4-3-11(13(17)8-16)7-10(12)5-6-15(2)14(9)18/h3-7,9,13,16-17H,8H2,1-2H3/t9-,13?/m1/s1

Standard InChI Key:  KMPKXTKTDWYWPO-CGCSKFHYSA-N

Alternative Forms

1. Parent:

   

   ALA5219599

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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: 247.29

Molecular Weight (Monoisotopic): 247.1208

AlogP: 1.26

#Rotatable Bonds: 2

Polar Surface Area: 60.77

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.62

CX Basic pKa: ┄

CX LogP: 0.53

CX LogD: 0.53

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.83

Np Likeness Score: 0.79

References

1. Humphreys PG, Anderson NA, Bamborough P, Baxter A, Chung CW, Cookson R, Craggs PD, Dalton T, Fournier JCL, Gordon LJ, Gray HF, Gray MW, Gregory R, Hirst DJ, Jamieson C, Jones KL, Kessedjian H, Lugo D, McGonagle G, Patel VK, Patten C, Poole DL, Prinjha RK, Ramirez-Molina C, Rioja I, Seal G, Stafford KAJ, Shah RR, Tape D, Theodoulou NH, Tomlinson L, Ukuser S, Wall ID, Wellaway N, White G..  (2022)  Identification and Optimization of a Ligand-Efficient Benzoazepinone Bromodomain and Extra Terminal (BET) Family Acetyl-Lysine Mimetic into the Oral Candidate Quality Molecule I-BET432.,  65  (22.0): [PMID:36378954] [10.1021/acs.jmedchem.2c01102]

Source

Source(1):

• Scientific Literature