(S)-1-(2-((1-((3-chloro-2-fluorobenzyl)amino)-1-oxopentan-2-yl)amino)-2-oxoethyl)-1H-indazole-3-carboxamide

ID: ALA5220164

PubChem CID: 130299858

Max Phase: Preclinical

Molecular Formula: C22H23ClFN5O3

Molecular Weight: 459.91

Names and Identifiers

Canonical SMILES:  CCC[C@H](NC(=O)Cn1nc(C(N)=O)c2ccccc21)C(=O)NCc1cccc(Cl)c1F

Standard InChI:  InChI=1S/C22H23ClFN5O3/c1-2-6-16(22(32)26-11-13-7-5-9-15(23)19(13)24)27-18(30)12-29-17-10-4-3-8-14(17)20(28-29)21(25)31/h3-5,7-10,16H,2,6,11-12H2,1H3,(H2,25,31)(H,26,32)(H,27,30)/t16-/m0/s1

Standard InChI Key:  LKAREFJUAQDUOU-INIZCTEOSA-N

Molfile:  

 
     RDKit          2D

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   -0.3766    0.1686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7897    1.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5290   -1.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8474   -1.9045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2723   -1.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8912   -2.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7086   -2.9017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0931   -3.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7526   -3.3783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  4 18  1  0
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 29 28  2  0
 23 29  1  0
 24 30  1  0
 30 31  1  0
 30 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5220164

   ---

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: 459.91

Molecular Weight (Monoisotopic): 459.1473

AlogP: 2.53

#Rotatable Bonds: 9

Polar Surface Area: 119.11

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.85

CX Basic pKa: ┄

CX LogP: 2.45

CX LogD: 2.45

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.46

Np Likeness Score: -1.64

References

1. Zhang W, Wu M, Vadlakonda S, Juarez L, Cheng X, Muppa S, Chintareddy V, Vogeti L, Kellogg-Yelder D, Williams J, Polach K, Chen X, Raman K, Babu YS, Kotian P..  (2022)  Scaffold hopping via ring opening enables identification of acyclic compounds as new complement Factor D inhibitors.,  74  [PMID:36272185] [10.1016/j.bmc.2022.117034]

Source

Source(1):

• Scientific Literature