(S)-N-(3-methoxy-4-(pent-2-ynyloxy)phenethyl)-2-(methylsulfonamido)pentanamide

ID: ALA2287035

PubChem CID: 11407234

Max Phase: Preclinical

Molecular Formula: C20H30N2O5S

Molecular Weight: 410.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC#CCOc1ccc(CCNC(=O)[C@H](CCC)NS(C)(=O)=O)cc1OC

Standard InChI:  InChI=1S/C20H30N2O5S/c1-5-7-8-14-27-18-11-10-16(15-19(18)26-3)12-13-21-20(23)17(9-6-2)22-28(4,24)25/h10-11,15,17,22H,5-6,9,12-14H2,1-4H3,(H,21,23)/t17-/m0/s1

Standard InChI Key:  YOKZNYLBRBFZPQ-KRWDZBQOSA-N

Molfile:  

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   17.9224   -6.6242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5070   -6.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8019   -7.7386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6191   -7.7386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6301   -7.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.0455   -7.0328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3378   -5.8070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7532   -6.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4609   -7.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1686   -6.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8752   -7.0368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5825   -6.6289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.1659   -5.8127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2900   -7.0378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2896   -7.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2901   -5.4013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9983   -5.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7055   -5.3994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4101   -4.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1159   -4.5730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8259   -4.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3378   -8.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3378   -9.0758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  6  1  0
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  7  9  1  0
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 23 24  3  0
 24 25  1  0
 25 26  1  0
  8 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287035

   (2S)-2-(methanesulfonamido)-N-[2-(3-methoxy-4-pent-2-ynoxyphenyl)ethyl]pentanamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 410.54

Molecular Weight (Monoisotopic): 410.1875

AlogP: 1.86

#Rotatable Bonds: 11

Polar Surface Area: 93.73

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.86

CX Basic pKa: ┄

CX LogP: 2.33

CX LogD: 2.32

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.54

Np Likeness Score: -0.64

References

1. Lamberth C.  (2010)  Amino acid chemistry in crop protection,  66  (36): [10.1016/j.tet.2010.06.008]

Source

Source(1):

• Scientific Literature