Rac-methyl 2-(4-chlorophenyl)-2-[4-(methanesulfonamido)indol-1-yl]-3-phenylpropanoate

ID: ALA4755269

PubChem CID: 70560817

Max Phase: Preclinical

Molecular Formula: C25H23ClN2O4S

Molecular Weight: 482.99

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)C(Cc1ccccc1)(c1ccc(Cl)cc1)n1ccc2c(NS(C)(=O)=O)cccc21

Standard InChI:  InChI=1S/C25H23ClN2O4S/c1-32-24(29)25(17-18-7-4-3-5-8-18,19-11-13-20(26)14-12-19)28-16-15-21-22(27-33(2,30)31)9-6-10-23(21)28/h3-16,27H,17H2,1-2H3

Standard InChI Key:  BGSBXZRWMFJNHP-UHFFFAOYSA-N

Molfile:  

 
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    2.7818  -16.0425    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3732  -15.3348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845  -13.5909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4651  -13.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9810  -13.3328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4916  -15.6366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9711  -13.5139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7586  -13.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3359  -13.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1204  -12.3555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3334  -12.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1257  -13.3566    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.1838  -11.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8896  -11.3086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5994  -11.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3047  -11.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3006  -10.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5853  -10.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8830  -10.4956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 31 32  1  0
 32 33  2  0
 33 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4755269

   Methyl 2-(4-chlorophenyl)-2-[4-(methanesulfonamido)indol-1-yl]-3-phenylpropanoate

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: 482.99

Molecular Weight (Monoisotopic): 482.1067

AlogP: 4.83

#Rotatable Bonds: 7

Polar Surface Area: 77.40

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.57

CX Basic pKa: ┄

CX LogP: 4.92

CX LogD: 4.90

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.38

Np Likeness Score: -0.94

References

1. Ogawa AK,Bunte EV,Mal R,Lan P,Sun Z,Crespo A,Wiltsie J,Clemas J,Gibson J,Contino L,Lisnock J,Zhou G,Garcia-Calvo M,Jochnowitz N,Ma X,Pan Y,Brown P,Zamlynny B,Bateman T,Leung D,Xu L,Tong X,Liu K,Crook M,Sinclair P.  (2016)  Discovery of novel non-steroidal reverse indole mineralocorticoid receptor antagonists.,  26  (12.0): [PMID:27161805] [10.1016/j.bmcl.2016.04.052]

Source

Source(1):

• Scientific Literature