(2S,5S,8S,14S)-14-amino-2-(3-amino-3-oxopropyl)-8-(hydroxymethyl)-5-isobutyl-4,7,10,13-tetraoxo-3,6,9,12-tetraazaheptadecane-1,17-dioic acid

ID: ALA4645087

PubChem CID: 9871710

Max Phase: Preclinical

Molecular Formula: C21H36N6O10

Molecular Weight: 532.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@H](CO)NC(=O)CNC(=O)[C@@H](N)CCC(=O)O)C(=O)N[C@@H](CCC(N)=O)C(=O)O

Standard InChI:  InChI=1S/C21H36N6O10/c1-10(2)7-13(19(34)26-12(21(36)37)4-5-15(23)29)27-20(35)14(9-28)25-16(30)8-24-18(33)11(22)3-6-17(31)32/h10-14,28H,3-9,22H2,1-2H3,(H2,23,29)(H,24,33)(H,25,30)(H,26,34)(H,27,35)(H,31,32)(H,36,37)/t11-,12-,13-,14-/m0/s1

Standard InChI Key:  ROMAKISHVRQMFW-XUXIUFHCSA-N

Molfile:  

 
     RDKit          2D

 37 36  0  0  0  0  0  0  0  0999 V2000
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    6.9207  -24.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6301  -25.2648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6301  -24.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.6301  -22.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6301  -21.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3437  -21.5710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.0531  -24.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7666  -23.2136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7666  -24.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4801  -24.4435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1895  -24.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9031  -25.2648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   14.0354  -23.2136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0354  -24.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3219  -25.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0354  -25.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0354  -26.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7448  -25.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7448  -24.4435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4584  -24.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1678  -25.2648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1678  -24.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4584  -23.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1678  -22.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1678  -21.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8813  -21.5710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4584  -21.5710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8813  -24.0349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4 10  1  0
 13 14  1  0
 17 20  1  0
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 31 37  1  0
  1  2  1  0
  2  4  1  0
  4  3  2  0
  2  5  1  1
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
 10 11  1  0
 11 13  1  0
 13 12  2  0
 14 15  1  0
 15 17  1  0
 17 16  2  0
 15 18  1  1
 18 19  1  0
 20 21  1  0
 21 23  1  0
 23 22  2  0
 21 24  1  6
 24 25  1  0
 25 26  1  0
 25 27  1  0
 28 29  1  0
 29 31  1  0
 31 30  2  0
 29 32  1  1
 32 33  1  0
 33 34  1  0
 34 35  2  0
 34 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4645087

   H-Glu-Gly-Ser-Leu-Gln-OH

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: 532.55

Molecular Weight (Monoisotopic): 532.2493

AlogP: -3.86

#Rotatable Bonds: 18

Polar Surface Area: 280.34

Molecular Species: ACID

HBA: 9

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.62

CX Basic pKa: 8.15

CX LogP: -7.20

CX LogD: -10.10

Aromatic Rings: ┄

Heavy Atoms: 37

QED Weighted: 0.08

Np Likeness Score: 0.26

References

1. Lindfors L, Sundström L, Fröderberg Roth L, Meuller J, Andersson S, Kihlberg J..  (2020)  Is GPR146 really the receptor for proinsulin C-peptide?,  30  (13): [PMID:32354568] [10.1016/j.bmcl.2020.127208]

Source

Source(1):

• Scientific Literature