8-methoxy-2-methyl-5-(3-oxo-3-(10H-phenothiazin-10-yl)propyl)-5H-pyrido[4,3-b]indol-2-ium iodide

ID: ALA4878924

PubChem CID: 164627534

Max Phase: Preclinical

Molecular Formula: C28H24IN3O2S

Molecular Weight: 466.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)c1c[n+](C)ccc1n2CCC(=O)N1c2ccccc2Sc2ccccc21.[I-]

Standard InChI:  InChI=1S/C28H24N3O2S.HI/c1-29-15-13-23-21(18-29)20-17-19(33-2)11-12-22(20)30(23)16-14-28(32)31-24-7-3-5-9-26(24)34-27-10-6-4-8-25(27)31;/h3-13,15,17-18H,14,16H2,1-2H3;1H/q+1;/p-1

Standard InChI Key:  KVNGRUIHOVASGF-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

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   43.7110   -8.5145    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   43.7110   -6.8801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.4163   -7.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   42.1984   -3.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   42.4837   -2.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6793   -2.0751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.1405   -2.6858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1489   -5.2804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6006   -4.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4192   -1.3004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11  3  1  0
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M  CHG  2   1  -1  31   1
M  END

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: 466.59

Molecular Weight (Monoisotopic): 466.1584

AlogP: 5.85

#Rotatable Bonds: 4

Polar Surface Area: 38.35

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.88

CX LogD: 0.88

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.31

Np Likeness Score: -0.68

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