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

ID: ALA4745201

PubChem CID: 162648438

Max Phase: Preclinical

Molecular Formula: C25H32F3N5O9S

Molecular Weight: 521.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC[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/c1-5-35-13-18(22(30)26-17-12-16(36(25,31)32)8-6-14(17)2)27-23(24)28-21(29)11-15-7-9-19(33-3)20(10-15)34-4;3-2(4,5)1(6)7/h6-10,12,18H,5,11,13H2,1-4H3,(H,26,30)(H2,25,31,32)(H3,24,27,28,29);(H,6,7)/t18-;/m1./s1

Standard InChI Key:  WKXBCWNABWJUHR-GMUIIQOCSA-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: 10.25

CX Basic pKa: 7.69

CX LogP: 1.04

CX LogD: 0.58

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.21

Np Likeness Score: -1.05

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