(S)-2-acetamido-6-amino-N-((2S,3S)-1-(((2S,3R)-1-(((S)-1-(((S)-1-(cyclopropylamino)-1,2-dioxopentan-3-yl)amino)-1-oxopropan-2-yl)amino)-3-hydroxy-1-oxobutan-2-yl)amino)-3-methyl-1-oxopentan-2-yl)hexanamide Hydrochloride

ID: ALA5205624

PubChem CID: 168296005

Max Phase: Preclinical

Molecular Formula: C29H52ClN7O8

Molecular Weight: 625.77

Names and Identifiers

Canonical SMILES:  CC[C@H](NC(=O)[C@H](C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CCCCN)NC(C)=O)[C@@H](C)CC)[C@@H](C)O)C(=O)C(=O)NC1CC1.Cl

Standard InChI:  InChI=1S/C29H51N7O8.ClH/c1-7-15(3)22(35-26(41)21(32-18(6)38)11-9-10-14-30)27(42)36-23(17(5)37)28(43)31-16(4)25(40)34-20(8-2)24(39)29(44)33-19-12-13-19;/h15-17,19-23,37H,7-14,30H2,1-6H3,(H,31,43)(H,32,38)(H,33,44)(H,34,40)(H,35,41)(H,36,42);1H/t15-,16-,17+,20-,21-,22-,23-;/m0./s1

Standard InChI Key:  RGVLEAIBFYBMTD-PEFJUNQQSA-N

Molfile:  

     RDKit          2D

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    5.6617    0.8251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9471   -0.4126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3764    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2325   -0.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0
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  6  7  1  0
  7  8  1  0
  2  9  1  0
  9 10  1  0
 10 11  2  0
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  3 13  2  0
  3 14  1  0
 14 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 17 19  1  6
 18 20  1  0
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 21 23  1  0
 23 24  1  6
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 35 37  1  6
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 42 45  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 625.77

Molecular Weight (Monoisotopic): 625.3799

AlogP: -1.74

#Rotatable Bonds: 20

Polar Surface Area: 237.92

Molecular Species: BASE

HBA: 9

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.61

CX Basic pKa: 10.19

CX LogP: -1.80

CX LogD: -4.24

Aromatic Rings: ┄

Heavy Atoms: 44

QED Weighted: 0.06

Np Likeness Score: 0.10

References

1. Lidumniece E, Withers-Martinez C, Hackett F, Blackman MJ, Jirgensons A..  (2022)  Subtilisin-like Serine Protease 1 (SUB1) as an Emerging Antimalarial Drug Target: Current Achievements in Inhibitor Discovery.,  65  (19.0): [PMID:36137276] [10.1021/acs.jmedchem.2c01093]

Source

Source(1):

• Scientific Literature