1-(10H-phenothiazin-10-yl)-3-(5H-pyrido[4,3-b]indol-5-yl)propan-1-one

ID: ALA4848411

PubChem CID: 164613856

Max Phase: Preclinical

Molecular Formula: C26H19N3OS

Molecular Weight: 421.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCn1c2ccccc2c2cnccc21)N1c2ccccc2Sc2ccccc21

Standard InChI:  InChI=1S/C26H19N3OS/c30-26(29-22-9-3-5-11-24(22)31-25-12-6-4-10-23(25)29)14-16-28-20-8-2-1-7-18(20)19-17-27-15-13-21(19)28/h1-13,15,17H,14,16H2

Standard InChI Key:  FYRFGJSXHGSSRA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   22.9717  -25.1389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   19.7598  -23.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.6586  -21.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4591  -21.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0014  -21.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7444  -20.4970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9400  -20.3339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4012  -20.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 30 31  2  0
 31 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4848411

   ---

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: 421.53

Molecular Weight (Monoisotopic): 421.1249

AlogP: 6.41

#Rotatable Bonds: 3

Polar Surface Area: 38.13

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.03

CX LogP: 4.98

CX LogD: 4.42

Aromatic Rings: 5

Heavy Atoms: 31

QED Weighted: 0.34

Np Likeness Score: -0.99

References

1. Schwarthoff S, Tischer N, Sager H, Schätz B, Rohrbach MM, Raztsou I, Robaa D, Gaube F, Arndt HD, Winckler T..  (2021)  Evaluation of γ-carboline-phenothiazine conjugates as simultaneous NMDA receptor blockers and cholinesterase inhibitors.,  46  [PMID:34391122] [10.1016/j.bmc.2021.116355]

Source

Source(1):

• Scientific Literature