(R)-2-(3-(2-(3,4-dimethoxyphenyl)acetyl)guanidino)-3-hydroxy-N-(2-methyl-5-sulfamoylphenyl)propanamide Trifluoroacetic acid

ID: ALA4745248

PubChem CID: 162648851

Max Phase: Preclinical

Molecular Formula: C23H28F3N5O9S

Molecular Weight: 493.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CC(=O)NC(=N)N[C@H](CO)C(=O)Nc2cc(S(N)(=O)=O)ccc2C)cc1OC.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C21H27N5O7S.C2HF3O2/c1-12-4-6-14(34(23,30)31)10-15(12)24-20(29)16(11-27)25-21(22)26-19(28)9-13-5-7-17(32-2)18(8-13)33-3;3-2(4,5)1(6)7/h4-8,10,16,27H,9,11H2,1-3H3,(H,24,29)(H2,23,30,31)(H3,22,25,26,28);(H,6,7)/t16-;/m1./s1

Standard InChI Key:  USOHEGQBRNRXCF-PKLMIRHRSA-N

Molfile:  

     RDKit          2D

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 27 41  1  0
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: 493.54

Molecular Weight (Monoisotopic): 493.1631

AlogP: -0.16

#Rotatable Bonds: 9

Polar Surface Area: 192.93

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.25

CX Basic pKa: 7.62

CX LogP: 0.04

CX LogD: -0.38

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.20

Np Likeness Score: -0.93

References

1. Goyal S,Patel KV,Nagare Y,Raykar DB,Raikar SS,Dolas A,Khurana P,Cyriac R,Sarak S,Gangar M,Agarwal AK,Kulkarni A.  (2021)  Identification and structure-activity relationship studies of small molecule inhibitors of the human cathepsin D.,  29  [PMID:33271453] [10.1016/j.bmc.2020.115879]

Source

Source(1):

• Scientific Literature