4-((2S,4S)-(4-Ethoxy-1-((5-methoxy-7-methyl-1H-indol-4-yl)methyl)piperidin-2-yl))benzoic Acid Hydrochloride

ID: ALA4643495

Cas Number: 1646321-63-2

PubChem CID: 117823351

Product Number: I647757, Order Now?

Max Phase: Preclinical

Molecular Formula: C25H31ClN2O4

Molecular Weight: 422.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCO[C@H]1CCN(Cc2c(OC)cc(C)c3[nH]ccc23)[C@H](c2ccc(C(=O)O)cc2)C1.Cl

Standard InChI:  InChI=1S/C25H30N2O4.ClH/c1-4-31-19-10-12-27(22(14-19)17-5-7-18(8-6-17)25(28)29)15-21-20-9-11-26-24(20)16(2)13-23(21)30-3;/h5-9,11,13,19,22,26H,4,10,12,14-15H2,1-3H3,(H,28,29);1H/t19-,22-;/m0./s1

Standard InChI Key:  SEZXOFFLNHXEJE-CQERKEQDSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   15.9517   -7.7922    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.8422   -7.4831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2274  -10.2131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7125   -7.9025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7167  -11.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7169  -10.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0029   -9.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1278   -6.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7097   -5.4386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0056   -6.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7401   -9.5523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9988   -5.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1352   -8.7173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0062   -9.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2942   -6.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2889   -5.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5526   -6.2516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4214   -7.4877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7151   -8.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5729   -4.2132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1331   -7.8979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4263   -9.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5767   -5.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4292   -9.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4188   -6.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9732   -6.2469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8470   -9.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7110   -6.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2221   -8.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8641   -5.4498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2642   -6.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8394   -6.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 31 26  1  0
 17 31  1  0
  4 18  1  0
  7 29  1  0
 22 13  1  0
 19  7  1  0
 15 10  2  0
 14  6  1  0
  6 24  2  0
 11  3  1  0
 18 25  1  0
 23 20  2  0
 21  2  1  0
 28  9  2  0
 10 28  1  0
 16 15  1  0
  3 14  1  0
 24 22  1  0
 29 11  2  0
 14  7  2  0
  6  5  1  0
 12 16  2  0
 22 19  2  0
 16 23  1  0
 23 30  1  0
  8 32  1  0
  2 32  1  0
 25  8  1  0
 19  4  1  0
 32 17  1  1
 25 28  1  6
 13 27  1  0
 18 21  1  0
  9 12  1  0
M  END

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: 422.53

Molecular Weight (Monoisotopic): 422.2206

AlogP: 4.93

#Rotatable Bonds: 7

Polar Surface Area: 74.79

Molecular Species: ZWITTERION

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.70

CX Basic pKa: 8.75

CX LogP: 1.40

CX LogD: 1.39

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.56

Np Likeness Score: -0.20

References

1. Mainolfi N, Ehara T, Karki RG, Anderson K, Mac Sweeney A, Liao SM, Argikar UA, Jendza K, Zhang C, Powers J, Klosowski DW, Crowley M, Kawanami T, Ding J, April M, Forster C, Serrano-Wu M, Capparelli M, Ramqaj R, Solovay C, Cumin F, Smith TM, Ferrara L, Lee W, Long D, Prentiss M, De Erkenez A, Yang L, Liu F, Sellner H, Sirockin F, Valeur E, Erbel P, Ostermeier D, Ramage P, Gerhartz B, Schubart A, Flohr S, Gradoux N, Feifel R, Vogg B, Wiesmann C, Maibaum J, Eder J, Sedrani R, Harrison RA, Mogi M, Jaffee BD, Adams CM..  (2020)  Discovery of 4-((2S,4S)-4-Ethoxy-1-((5-methoxy-7-methyl-1H-indol-4-yl)methyl)piperidin-2-yl)benzoic Acid (LNP023), a Factor B Inhibitor Specifically Designed To Be Applicable to Treating a Diverse Array of Complement Mediated Diseases.,  63  (11): [PMID:32073845] [10.1021/acs.jmedchem.9b01870]

Source

Source(1):

• Scientific Literature