1-(2-((2-((3-chloro-2-fluorobenzyl)amino)-2-oxoethyl)(cyclopropyl)amino)-2-oxoethyl)-5-hydroxy-1H-indazole-3-carboxamide

ID: ALA5219944

PubChem CID: 130299838

Max Phase: Preclinical

Molecular Formula: C22H21ClFN5O4

Molecular Weight: 473.89

Names and Identifiers

Canonical SMILES:  NC(=O)c1nn(CC(=O)N(CC(=O)NCc2cccc(Cl)c2F)C2CC2)c2ccc(O)cc12

Standard InChI:  InChI=1S/C22H21ClFN5O4/c23-16-3-1-2-12(20(16)24)9-26-18(31)10-28(13-4-5-13)19(32)11-29-17-7-6-14(30)8-15(17)21(27-29)22(25)33/h1-3,6-8,13,30H,4-5,9-11H2,(H2,25,33)(H,26,31)

Standard InChI Key:  WCRNTENIQWCMOY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -3.3240    1.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6477    0.6092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3636   -0.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4960    0.6622    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0632    1.4763    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7024   -1.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2846   -2.1609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5275   -1.4555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  7 27  1  0
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 30 12  1  0
 30 31  1  0
 30 32  1  0
 31 32  1  0
  1 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5219944

   ---

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: 473.89

Molecular Weight (Monoisotopic): 473.1266

AlogP: 1.94

#Rotatable Bonds: 8

Polar Surface Area: 130.55

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.38

CX Basic pKa: ┄

CX LogP: 1.30

CX LogD: 1.30

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.46

Np Likeness Score: -1.79

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