3-(2-Methyl-1,2,3,4-tetrahydro-5H-pyrido[4,3-b]indole-5-yl)-1-(10H-phenothiazine-10-yl)propane-1-one

ID: ALA4860501

PubChem CID: 129766431

Max Phase: Preclinical

Molecular Formula: C27H25N3OS

Molecular Weight: 439.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCc2c(c3ccccc3n2CCC(=O)N2c3ccccc3Sc3ccccc32)C1

Standard InChI:  InChI=1S/C27H25N3OS/c1-28-16-14-22-20(18-28)19-8-2-3-9-21(19)29(22)17-15-27(31)30-23-10-4-6-12-25(23)32-26-13-7-5-11-24(26)30/h2-13H,14-18H2,1H3

Standard InChI Key:  CZOTVKAOVGNSQX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.0540   -8.8942    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.0540   -7.2598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7593   -7.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7577   -8.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.1658   -7.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4610   -7.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3487   -8.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3513   -7.6743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.0526   -6.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7596   -6.0328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3442   -6.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3427   -5.2181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6343   -4.8107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8861   -5.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3398   -4.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5427   -4.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2908   -5.4883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8421   -6.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6372   -5.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7456   -3.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5414   -4.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0828   -3.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8337   -2.6279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0378   -2.4587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4911   -3.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7861   -1.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9  1  1  0
  1  4  1  0
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  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  2 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 27  1  0
 26 21  1  0
 20 19  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 26 27  2  0
 26 31  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4860501

   ---

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: 439.58

Molecular Weight (Monoisotopic): 439.1718

AlogP: 5.85

#Rotatable Bonds: 3

Polar Surface Area: 28.48

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.19

CX LogP: 4.86

CX LogD: 4.65

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.40

Np Likeness Score: -0.90

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