(S)-5'-chloro-5-(cyclobutylmethyl)-2',3',4,5-tetrahydro-2H-spiro[benzo[b][1,4]oxazepine-3,1'-indene]-7-carboxylic acid

ID: ALA4449176

Chembl Id: CHEMBL4449176

PubChem CID: 138320064

Max Phase: Preclinical

Molecular Formula: C23H24ClNO3

Molecular Weight: 397.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc2c(c1)N(CC1CCC1)C[C@@]1(CCc3cc(Cl)ccc31)CO2

Standard InChI:  InChI=1S/C23H24ClNO3/c24-18-5-6-19-16(10-18)8-9-23(19)13-25(12-15-2-1-3-15)20-11-17(22(26)27)4-7-21(20)28-14-23/h4-7,10-11,15H,1-3,8-9,12-14H2,(H,26,27)/t23-/m0/s1

Standard InChI Key:  YLXRDIJLTBHLLJ-QHCPKHFHSA-N

Alternative Forms

1. Parent:

   

   ALA4449176

   ---

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: 397.90

Molecular Weight (Monoisotopic): 397.1445

AlogP: 4.92

#Rotatable Bonds: 3

Polar Surface Area: 49.77

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.15

CX Basic pKa: 3.97

CX LogP: 5.09

CX LogD: 3.12

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.80

Np Likeness Score: -0.21

References

1. Denis C, Sopková-de Oliveira Santos J, Bureau R, Voisin-Chiret AS..  (2020)  Hot-Spots of Mcl-1 Protein.,  63  (3): [PMID:31580668] [10.1021/acs.jmedchem.9b00983]

2. Li K..  (2021)  Interdiction at a protein-protein interface: MCL-1 inhibitors for oncology.,  32  [PMID:33253879] [10.1016/j.bmcl.2020.127717]

3. Hiesinger K, Dar'in D, Proschak E, Krasavin M..  (2021)  Spirocyclic Scaffolds in Medicinal Chemistry.,  64  (1.0): [PMID:33381970] [10.1021/acs.jmedchem.0c01473]

4. Wan Y, Fang G, Chen H, Deng X, Tang Z..  (2021)  Sulfonamide derivatives as potential anti-cancer agents and their SARs elucidation.,  226  [PMID:34530384] [10.1016/j.ejmech.2021.113837]

Source

Source(1):

• Scientific Literature