5-(2-amino-5-oxo-3,5-dihydro-4H-imidazol-4-ylidene)-3,4,5,10-tetrahydroazepino[3,4-b]indol-1(2H)-one

ID: ALA481333

Chembl Id: CHEMBL481333

Max Phase: Preclinical

Molecular Formula: C15H13N5O2

Molecular Weight: 295.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC1=NC(=O)/C(=C2\CCNC(=O)c3[nH]c4ccccc4c32)N1

Standard InChI:  InChI=1S/C15H13N5O2/c16-15-19-11(14(22)20-15)8-5-6-17-13(21)12-10(8)7-3-1-2-4-9(7)18-12/h1-4,18H,5-6H2,(H,17,21)(H3,16,19,20,22)/b11-8-

Standard InChI Key:  SMPPSGXPGZSJCP-FLIBITNWSA-N

Alternative Forms

1. Parent:

   

   ALA481333

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 295.30

Molecular Weight (Monoisotopic): 295.1069

AlogP: 0.46

#Rotatable Bonds: ┄

Polar Surface Area: 112.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.80

CX Basic pKa: 5.08

CX LogP: -0.67

CX LogD: -0.68

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.53

Np Likeness Score: 0.83

References

1. Akunuri R, Vadakattu M, Bujji S, Veerareddy V, Madhavi YV, Nanduri S..  (2021)  Fused-azepinones: Emerging scaffolds of medicinal importance.,  220  [PMID:33901899] [10.1016/j.ejmech.2021.113445]

2. Mahamed S, Motal R, Govender T, Dlamini N, Khuboni K, Hadeb Z, Shaik BB, Moodley K, Balaso Mohite S, Karpoormath R..  (2023)  A concise review on marine bromopyrrole alkaloids as anticancer agents.,  80  [PMID:36496202] [10.1016/j.bmcl.2022.129102]

3. EUbOPEN.  (2023)  EUbOPEN Chemogenomics Library - IncuCyte,  [10.6019/CHEMBL5303304]

Source

Source(2):

• Scientific Literature
• EUbOPEN Chemogenomic Library