(S)-1-((S)-2-benzamido-3-methylbutanoyl)-N-((S)-1-fluoro-6-guanidino-2-oxohexan-3-yl)pyrrolidine-2-carboxamide

ID: ALA4578878

PubChem CID: 126679917

Max Phase: Preclinical

Molecular Formula: C24H35FN6O4

Molecular Weight: 490.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)c1ccccc1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)C(=O)CF

Standard InChI:  InChI=1S/C24H35FN6O4/c1-15(2)20(30-21(33)16-8-4-3-5-9-16)23(35)31-13-7-11-18(31)22(34)29-17(19(32)14-25)10-6-12-28-24(26)27/h3-5,8-9,15,17-18,20H,6-7,10-14H2,1-2H3,(H,29,34)(H,30,33)(H4,26,27,28)/t17-,18-,20-/m0/s1

Standard InChI Key:  SPARKPSGLQLGLM-BJLQDIEVSA-N

Molfile:  

 
     RDKit          2D

 35 36  0  0  0  0  0  0  0  0999 V2000
    4.3707  -25.5971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0892  -24.3771    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7505  -23.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5045  -23.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6883  -23.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4300  -23.8928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4443  -25.1345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4519  -24.3194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2547  -26.7913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2472  -27.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5342  -28.0049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1654  -23.9168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8667  -24.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5761  -23.9298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591  -25.1480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5610  -25.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5534  -26.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5837  -23.1147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2805  -24.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9915  -23.9412    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.9501  -28.0232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0847  -25.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7902  -25.6051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6694  -25.1848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9594  -25.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2540  -25.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9549  -26.4067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2617  -24.3596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5571  -23.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8462  -24.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8443  -25.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5495  -25.5821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3642  -26.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6532  -26.8172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0686  -26.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  2  1  0
  8 12  1  0
 14 18  2  0
  3  8  1  1
  8  7  2  0
  9 10  1  0
 10 11  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  6
 15 16  1  0
 16 17  1  0
 17  9  1  0
 14 19  1  0
 19 20  1  0
 10 21  1  0
  2 22  1  0
 22  1  1  0
 22 23  2  0
  1 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 26 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 26  1  0
  1 33  1  6
 33 34  1  0
 33 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4578878

   ---

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: 490.58

Molecular Weight (Monoisotopic): 490.2704

AlogP: 0.72

#Rotatable Bonds: 12

Polar Surface Area: 157.48

Molecular Species: BASE

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.62

CX Basic pKa: 11.91

CX LogP: 0.35

CX LogD: -1.74

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.17

Np Likeness Score: -0.31

References

1. Hatcher JM, Du G, Fontán L, Us I, Qiao Q, Chennamadhavuni S, Shao J, Wu H, Melnick A, Gray NS, Scott DA..  (2019)  Peptide-based covalent inhibitors of MALT1 paracaspase.,  29  (11): [PMID:30954428] [10.1016/j.bmcl.2019.03.046]

Source

Source(1):

• Scientific Literature