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

ID: ALA4745166

PubChem CID: 162647947

Max Phase: Preclinical

Molecular Formula: C25H32F3N5O9S

Molecular Weight: 521.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COCC[C@@H](NC(=N)NC(=O)Cc1ccc(OC)c(OC)c1)C(=O)Nc1cc(S(N)(=O)=O)ccc1C.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C23H31N5O7S.C2HF3O2/c1-14-5-7-16(36(25,31)32)13-18(14)26-22(30)17(9-10-33-2)27-23(24)28-21(29)12-15-6-8-19(34-3)20(11-15)35-4;3-2(4,5)1(6)7/h5-8,11,13,17H,9-10,12H2,1-4H3,(H,26,30)(H2,25,31,32)(H3,24,27,28,29);(H,6,7)/t17-;/m1./s1

Standard InChI Key:  FZSLJIXQPDAYKI-UNTBIKODSA-N

Molfile:  

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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: 521.60

Molecular Weight (Monoisotopic): 521.1944

AlogP: 0.89

#Rotatable Bonds: 11

Polar Surface Area: 181.93

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.29

CX Basic pKa: 7.96

CX LogP: 0.75

CX LogD: 0.09

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.21

Np Likeness Score: -0.99

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