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

ID: ALA4744222

PubChem CID: 162645296

Max Phase: Preclinical

Molecular Formula: C24H30F3N5O9S

Molecular Weight: 507.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC[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/C22H29N5O7S.C2HF3O2/c1-13-5-7-15(35(24,30)31)11-16(13)25-21(29)17(12-32-2)26-22(23)27-20(28)10-14-6-8-18(33-3)19(9-14)34-4;3-2(4,5)1(6)7/h5-9,11,17H,10,12H2,1-4H3,(H,25,29)(H2,24,30,31)(H3,23,26,27,28);(H,6,7)/t17-;/m1./s1

Standard InChI Key:  LWJDQECTESALAX-UNTBIKODSA-N

Molfile:  

     RDKit          2D

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    9.4844  -29.1878    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.0158  -28.2963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1982  -28.2937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3019  -25.9442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8823  -25.9464    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8991  -27.1790    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8862  -28.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0092  -26.3534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.4206  -27.1706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1271  -27.5798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.8344  -26.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1273  -25.9449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5410  -25.9400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   13.5444  -28.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1791  -28.8200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1804  -29.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 34 38  1  0
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 37 40  1  0
 27 41  1  0
 41 42  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: 507.57

Molecular Weight (Monoisotopic): 507.1788

AlogP: 0.50

#Rotatable Bonds: 10

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: 7.67

CX LogP: 0.69

CX LogD: 0.24

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.23

Np Likeness Score: -1.02

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