(4S)-5-amino-4-((2S)-2-((2S)-3-((4-bromophenyl)(hydroxy)phosphoryl)-2-((3-(3'-chlorobiphenyl-4-yl)isoxazol-5-yl)methyl)propanamido)propanamido)-5-oxopentanoic acid

ID: ALA4581500

PubChem CID: 155561622

Max Phase: Preclinical

Molecular Formula: C33H33BrClN4O8P

Molecular Weight: 759.98

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)[C@H](Cc1cc(-c2ccc(-c3cccc(Cl)c3)cc2)no1)CP(=O)(O)c1ccc(Br)cc1)C(=O)N[C@@H](CCC(=O)O)C(N)=O

Standard InChI:  InChI=1S/C33H33BrClN4O8P/c1-19(32(43)38-28(31(36)42)13-14-30(40)41)37-33(44)23(18-48(45,46)27-11-9-24(34)10-12-27)16-26-17-29(39-47-26)21-7-5-20(6-8-21)22-3-2-4-25(35)15-22/h2-12,15,17,19,23,28H,13-14,16,18H2,1H3,(H2,36,42)(H,37,44)(H,38,43)(H,40,41)(H,45,46)/t19-,23+,28-/m0/s1

Standard InChI Key:  GBJAPLXSJROISC-KPJDJKPDSA-N

Molfile:  

 
     RDKit          2D

 48 51  0  0  0  0  0  0  0  0999 V2000
    5.3530  -15.8692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7657  -16.5791    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.1742  -15.8667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8854  -15.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7026  -15.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9552  -14.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2940  -14.0897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6330  -14.5701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6471  -16.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6459  -17.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3540  -18.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0636  -17.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0608  -16.9923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3522  -16.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9379  -18.2235    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.4762  -16.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1824  -16.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8916  -16.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1793  -15.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5978  -16.5704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8947  -17.7988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3070  -16.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0132  -16.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3101  -17.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7224  -16.9710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0101  -15.7478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4286  -16.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1378  -16.9656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4255  -15.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1409  -17.7828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8440  -16.5544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6577  -14.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3668  -14.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0688  -14.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0623  -13.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3478  -12.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6487  -13.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7637  -12.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4757  -13.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1789  -12.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1713  -12.0861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4546  -11.6847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7543  -12.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4436  -10.8676    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.1317  -15.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1286  -14.5141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8347  -14.1028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4193  -14.1081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  4  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 10 15  1  0
 13  2  1  0
  2 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  1
 19  4  1  0
 18 20  1  0
 18 21  2  0
 20 22  1  0
 22 23  1  0
 22 24  1  6
 23 25  1  0
 23 26  2  0
 25 27  1  0
 27 28  1  0
 27 29  1  1
 28 30  2  0
 28 31  1  0
  6 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 32  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 43 38  1  0
 35 38  1  0
 42 44  1  0
 29 45  1  0
 45 46  1  0
 46 47  1  0
 46 48  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4581500

   ---

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: 759.98

Molecular Weight (Monoisotopic): 758.0908

AlogP: 4.52

#Rotatable Bonds: 15

Polar Surface Area: 201.92

Molecular Species: ACID

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.31

CX Basic pKa: ┄

CX LogP: 3.60

CX LogD: -1.85

Aromatic Rings: 4

Heavy Atoms: 48

QED Weighted: 0.11

Np Likeness Score: -0.57

References

1. Talma M, Maślanka M, Mucha A..  (2019)  Recent developments in the synthesis and applications of phosphinic peptide analogs.,  29  (9): [PMID:30846252] [10.1016/j.bmcl.2019.02.034]

Source

Source(1):

• Scientific Literature