(3S,6S)-3-isobutyl-1-isopentyl-6-methyl-10-(4-methylpentanoyl)-1,4,7,10-tetraazacyclotetradecane-2,5,8-trione

ID: ALA4755376

PubChem CID: 162655573

Max Phase: Preclinical

Molecular Formula: C26H48N4O4

Molecular Weight: 480.69

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)CCC(=O)N1CCCCN(CCC(C)C)C(=O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)C1

Standard InChI:  InChI=1S/C26H48N4O4/c1-18(2)10-11-24(32)30-14-9-8-13-29(15-12-19(3)4)26(34)22(16-20(5)6)28-25(33)21(7)27-23(31)17-30/h18-22H,8-17H2,1-7H3,(H,27,31)(H,28,33)/t21-,22-/m0/s1

Standard InChI Key:  LFHLSBUUTBDSJX-VXKWHMMOSA-N

Molfile:  

 
     RDKit          2D

 34 34  0  0  0  0  0  0  0  0999 V2000
   19.2302  -13.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9454  -13.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2302  -12.5162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5152  -13.7517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9454  -14.5767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   19.9454  -16.2268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3754  -14.5767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6604  -13.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3754  -16.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6604  -12.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3754  -12.1017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9454  -12.1017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9454  -17.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2302  -17.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.6604  -17.4663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8043  -17.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0893  -17.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8043  -18.2913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3742  -17.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6592  -17.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9442  -17.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6592  -16.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8043  -13.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0893  -13.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3742  -13.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6592  -13.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3742  -12.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5152  -14.5767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5152  -16.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8043  -15.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8043  -14.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  2  0
  2 10  1  6
  7 11  1  6
 10 12  1  0
 12 13  1  0
 12 14  1  0
  8 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
  4 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
  4 31  1  0
 31 34  1  0
 17 32  1  0
 32 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4755376

   ---

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: 480.69

Molecular Weight (Monoisotopic): 480.3676

AlogP: 2.96

#Rotatable Bonds: 8

Polar Surface Area: 98.82

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.25

CX Basic pKa: ┄

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.56

Np Likeness Score: 0.17

References

1. Shimizu T,Takahashi N,Huber VJ,Asawa Y,Ueda H,Yoshimori A,Muramatsu Y,Seimiya H,Kouji H,Nakamura H,Oguri H.  (2021)  Design and synthesis of 14 and 15-membered macrocyclic scaffolds exhibiting inhibitory activities of hypoxia-inducible factor 1α.,  30  [PMID:33360196] [10.1016/j.bmc.2020.115949]

Source

Source(1):

• Scientific Literature