((2R,8S,11S)-11-cyclopentyl-8-isopropyl-4,7,10,13-tetraoxo-3,6,9,12-tetraazatetradecan-2-yl)boronic acid

ID: ALA5184663

PubChem CID: 168282556

Max Phase: Preclinical

Molecular Formula: C18H33BN4O6

Molecular Weight: 412.30

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@@H](C)B(O)O)C(C)C)C1CCCC1

Standard InChI:  InChI=1S/C18H33BN4O6/c1-10(2)15(17(26)20-9-14(25)21-11(3)19(28)29)23-18(27)16(22-12(4)24)13-7-5-6-8-13/h10-11,13,15-16,28-29H,5-9H2,1-4H3,(H,20,26)(H,21,25)(H,22,24)(H,23,27)/t11-,15-,16-/m0/s1

Standard InChI Key:  VFMMJZMQRGSBSO-UVBJJODRSA-N

Molfile:  

 
     RDKit          2D

 29 29  0  0  0  0  0  0  0  0999 V2000
   -0.7145   -1.4823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.6573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4290   -0.2448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.6573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.6573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0011   -0.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.5800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.5800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5722    0.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3870    1.8139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5857    1.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2536    1.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.4823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001   -0.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001    0.5800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7143   -0.6573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4287   -0.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1432   -0.6573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8577   -0.2448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5721   -0.6573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2866   -0.2448    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
    4.2866    0.5800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0011   -0.6573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5721   -1.4823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1432   -1.4823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001   -1.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4290   -1.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  4  3  1  0
  5  4  1  0
  6  5  1  0
  7  6  1  0
  8  7  1  0
  7  9  2  0
  5 10  1  1
 11 10  1  0
 11 12  1  0
 12 13  1  0
 14 13  1  0
 10 14  1  0
  4 15  2  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 22 26  1  6
 20 27  2  0
  1 28  1  0
  1 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5184663

   ---

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: 412.30

Molecular Weight (Monoisotopic): 412.2493

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

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