(1R,3R)-N-((S)-1-(((S)-3-([1,1'-biphenyl]-4-yl)-1-(((S)-1-amino-6-guanidino-1-oxohexan-2-yl)amino)-1-oxopropan-2-yl)amino)-3-(5-hydroxy-1H-indol-3-yl)-1-oxopropan-2-yl)-3-aminocyclohexane-1-carboxamide

ID: ALA4869742

PubChem CID: 164621928

Max Phase: Preclinical

Molecular Formula: C40H51N9O5

Molecular Weight: 737.91

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N=C(N)NCCCC[C@H](NC(=O)[C@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)[C@H](Cc1c[nH]c2ccc(O)cc12)NC(=O)[C@@H]1CCC[C@@H](N)C1)C(N)=O

Standard InChI:  InChI=1S/C40H51N9O5/c41-29-10-6-9-27(20-29)37(52)48-35(21-28-23-46-32-17-16-30(50)22-31(28)32)39(54)49-34(19-24-12-14-26(15-13-24)25-7-2-1-3-8-25)38(53)47-33(36(42)51)11-4-5-18-45-40(43)44/h1-3,7-8,12-17,22-23,27,29,33-35,46,50H,4-6,9-11,18-21,41H2,(H2,42,51)(H,47,53)(H,48,52)(H,49,54)(H4,43,44,45)/t27-,29-,33+,34+,35+/m1/s1

Standard InChI Key:  NMODHQPGHBJSAC-UNTLHNNXSA-N

Molfile:  

 
     RDKit          2D

 54 58  0  0  0  0  0  0  0  0999 V2000
    8.2241  -24.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2230  -25.0752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9310  -25.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6407  -25.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6379  -24.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9293  -23.8468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3491  -25.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3455  -26.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0530  -26.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7611  -26.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7571  -25.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0491  -25.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5163  -23.8473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5161  -23.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8083  -22.6216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2238  -22.6213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9316  -23.0297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6392  -22.6210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3470  -23.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0546  -22.6206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3472  -23.8466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2236  -21.8041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1007  -23.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3929  -22.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1009  -23.8476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6853  -23.0307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9775  -22.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2699  -23.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9773  -21.8051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3927  -21.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1003  -21.3960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8491  -21.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3958  -21.1262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1878  -20.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9886  -20.4204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2417  -19.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6950  -19.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8919  -19.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6425  -19.9844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6390  -21.8038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3466  -21.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3464  -20.5778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0540  -20.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0538  -19.3519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7614  -18.9431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7612  -18.1259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4692  -19.3515    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3433  -18.6027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5617  -22.6240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8562  -23.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8522  -23.8468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5598  -24.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2715  -23.8504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1499  -22.6181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  1 13  1  0
 14 13  1  6
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 16 22  2  0
 15 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  1  0
 26 27  1  0
 28 27  1  6
 27 29  2  0
 24 30  1  1
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 35  1  0
 34 31  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 34  1  0
 18 40  1  1
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  2  0
 45 47  1  0
 38 48  1  0
 28 49  1  0
 28 53  1  0
 49 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 50 54  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4869742

   ---

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: 737.91

Molecular Weight (Monoisotopic): 737.4013

AlogP: 2.44

#Rotatable Bonds: 17

Polar Surface Area: 254.33

Molecular Species: BASE

HBA: 7

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.47

CX Basic pKa: 11.82

CX LogP: 1.81

CX LogD: -2.50

Aromatic Rings: 4

Heavy Atoms: 54

QED Weighted: 0.04

Np Likeness Score: 0.06

References

1. Baggio C, Kulinich A, Dennys CN, Rodrigo R, Meyer K, Ethell I, Pellecchia M..  (2021)  NMR-Guided Design of Potent and Selective EphA4 Agonistic Ligands.,  64  (15.0): [PMID:34293864] [10.1021/acs.jmedchem.1c00608]

Source

Source(1):

• Scientific Literature