(R)-2-Amino-N-(2-hydroxyethyl)-3-((5-(4-(trifluoromethyl)phenyl)-10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-yl)thio)propanamide

ID: ALA4791487

PubChem CID: 162670818

Max Phase: Preclinical

Molecular Formula: C27H27F3N2O2S

Molecular Weight: 500.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(CSC1(c2ccc(C(F)(F)F)cc2)c2ccccc2CCc2ccccc21)C(=O)NCCO

Standard InChI:  InChI=1S/C27H27F3N2O2S/c28-27(29,30)21-13-11-20(12-14-21)26(35-17-24(31)25(34)32-15-16-33)22-7-3-1-5-18(22)9-10-19-6-2-4-8-23(19)26/h1-8,11-14,24,33H,9-10,15-17,31H2,(H,32,34)

Standard InChI Key:  NXZWOHUUEYVQES-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   24.0811   -5.9288    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.1020   -5.1041    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.8075   -2.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.5131   -4.7139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   18.8637   -4.6698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7658   -4.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1584   -4.7561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.9477   -6.2071    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.0390   -4.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.7829   -5.3267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  6 27  2  0
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 29 30  1  0
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  1 32  1  0
 26 33  1  0
 33 34  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4791487

   ---

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: 500.59

Molecular Weight (Monoisotopic): 500.1745

AlogP: 4.26

#Rotatable Bonds: 7

Polar Surface Area: 75.35

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.04

CX LogP: 4.87

CX LogD: 4.15

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.45

Np Likeness Score: -0.20

References

1. Fukai R,Ogo N,Ichida T,Yamane M,Sawada JI,Miyoshi N,Murakami H,Asai A.  (2021)  Design, synthesis, and evaluation of a novel prodrug, a S-trityl--cysteine derivative targeting kinesin spindle protein.,  215  [PMID:33640763] [10.1016/j.ejmech.2021.113288]

Source

Source(1):

• Scientific Literature