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

ID: ALA4743799

PubChem CID: 162647372

Max Phase: Preclinical

Molecular Formula: C27H30F3N5O8S2

Molecular Weight: 559.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CC(=O)NC(=N)N[C@H](Cc2cccs2)C(=O)Nc2cc(S(N)(=O)=O)ccc2C)cc1OC.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C25H29N5O6S2.C2HF3O2/c1-15-6-8-18(38(27,33)34)14-19(15)28-24(32)20(13-17-5-4-10-37-17)29-25(26)30-23(31)12-16-7-9-21(35-2)22(11-16)36-3;3-2(4,5)1(6)7/h4-11,14,20H,12-13H2,1-3H3,(H,28,32)(H2,27,33,34)(H3,26,29,30,31);(H,6,7)/t20-;/m1./s1

Standard InChI Key:  ZXEQTYLHSQFLMU-VEIFNGETSA-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: 559.67

Molecular Weight (Monoisotopic): 559.1559

AlogP: 2.15

#Rotatable Bonds: 10

Polar Surface Area: 172.70

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.29

CX Basic pKa: 7.99

CX LogP: 2.66

CX LogD: 1.98

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.19

Np Likeness Score: -1.41

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