(8S,13S)-1-(4-Iodophenyl)-1,6,11-trioxo-2,7,10,12-tetraazapentadecane-8,13,15-tricarboxylic Acid

ID: ALA4459899

PubChem CID: 153564422

Max Phase: Preclinical

Molecular Formula: C20H25IN4O9

Molecular Weight: 592.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)CC[C@H](NC(=O)NC[C@H](NC(=O)CCCNC(=O)c1ccc(I)cc1)C(=O)O)C(=O)O

Standard InChI:  InChI=1S/C20H25IN4O9/c21-12-5-3-11(4-6-12)17(29)22-9-1-2-15(26)24-14(19(32)33)10-23-20(34)25-13(18(30)31)7-8-16(27)28/h3-6,13-14H,1-2,7-10H2,(H,22,29)(H,24,26)(H,27,28)(H,30,31)(H,32,33)(H2,23,25,34)/t13-,14-/m0/s1

Standard InChI Key:  AOGSPOQTLUVJFT-KBPBESRZSA-N

Molfile:  

 
     RDKit          2D

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    8.4130  -13.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1207  -14.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    9.8284  -12.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5822  -15.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5822  -16.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8745  -14.9901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8745  -16.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8745  -17.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1668  -17.8503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4591  -17.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7514  -17.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4591  -16.6245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0454  -17.4365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3382  -17.8444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3377  -18.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0504  -19.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7547  -18.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6306  -19.0720    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  1  0
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  1 14  1  0
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 15 19  1  6
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 20 22  2  0
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 24 25  1  0
 25 26  1  0
 26 27  1  0
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 27 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 27  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4459899

   ---

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: 592.34

Molecular Weight (Monoisotopic): 592.0666

AlogP: -0.01

#Rotatable Bonds: 14

Polar Surface Area: 211.23

Molecular Species: ACID

HBA: 6

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.04

CX Basic pKa: 4.28

CX LogP: -0.31

CX LogD: -10.17

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.11

Np Likeness Score: -0.70

References

1. Kim K, Kwon H, Barinka C, Motlova L, Nam S, Choi D, Ha H, Nam H, Son SH, Minn I, Pomper MG, Yang X, Kutil Z, Byun Y..  (2020)  Novel β- and γ-Amino Acid-Derived Inhibitors of Prostate-Specific Membrane Antigen.,  63  (6): [PMID:32097010] [10.1021/acs.jmedchem.9b02022]

Source

Source(1):

• Scientific Literature