[(3R,9S,12S,18S,21R,24S,27S)-18-(3-Guanidino-propyl)-9-isobutyl-24-methyl-2,8,11,14,17,20,23,26-octaoxo-21-phenyl-1,7,10,13,16,19,22,25-octaaza-tricyclo[25.3.0.0(3,7)]triacont-12-yl]-acetic acid

ID: ALA4515948

PubChem CID: 155540069

Max Phase: Preclinical

Molecular Formula: C39H57N11O10

Molecular Weight: 839.95

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CC(C)C[C@@H]1NC(=O)[C@H](CC(=O)O)NC(=O)CNC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](c2ccccc2)NC(=O)[C@H](C)NC(=O)[C@@H]2CCCN2C(=O)[C@H]2CCCN2C1=O

Standard InChI: InChI=1S/C39H57N11O10/c1-21(2)18-26-37(59)50-17-9-14-28(50)38(60)49-16-8-13-27(49)35(57)44-22(3)32(54)48-31(23-10-5-4-6-11-23)36(58)46-24(12-7-15-42-39(40)41)33(55)43-20-29(51)45-25(19-30(52)53)34(56)47-26/h4-6,10-11,21-22,24-28,31H,7-9,12-20H2,1-3H3,(H,43,55)(H,44,57)(H,45,51)(H,46,58)(H,47,56)(H,48,54)(H,52,53)(H4,40,41,42)/t22-,24-,25-,26-,27-,28+,31+/m0/s1

Standard InChI Key: ZTDBHWGOQHAIQU-KTRLZBNJSA-N

Molfile:

 
     RDKit          2D

 60 63  0  0  0  0  0  0  0  0999 V2000
    8.1371  -17.1023    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8995  -17.4356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4811  -18.2963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7607  -18.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0365  -19.9648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7607  -19.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4746  -19.9585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4746  -20.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1842  -22.0381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1842  -21.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7462  -21.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7462  -22.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0284  -22.4495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4624  -22.4433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8961  -20.7937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6202  -21.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0517  -21.2154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3299  -20.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6202  -22.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3299  -22.4558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3299  -23.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0394  -22.0487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7051  -20.7499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7279  -19.9187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3244  -19.9781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0025  -19.5255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7805  -18.7385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9680  -18.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6836  -19.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4584  -19.5278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7417  -18.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5462  -18.8051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7650  -19.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0921  -20.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4789  -17.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1767  -17.0450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1552  -16.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4324  -15.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4108  -15.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6839  -14.6142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6664  -13.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9396  -13.3966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3676  -13.3593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4521  -16.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0277  -15.6155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2750  -16.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6751  -15.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6992  -17.0153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2899  -18.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4683  -18.1311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7558  -17.0770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4839  -18.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4797  -18.8458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1857  -17.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9685  -16.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5573  -16.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3406  -15.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5366  -15.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9494  -15.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1691  -16.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
 10 15  1  0
 18 25  1  0
 24 30  1  0
  3  4  1  0
  4  6  1  0
  6  5  2  0
  8  7  1  6
  8 10  1  0
 10  9  2  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 15 16  1  0
 16 18  1  0
 18 17  2  0
 16 19  1  6
 19 20  1  0
 20 21  1  0
 20 22  1  0
 26 24  1  6
 24 23  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 25  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 30  1  0
  3 35  1  0
 35 36  1  0
 36  2  1  6
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 41 43  2  0
  1 44  1  0
 44 45  2  0
 44 46  1  0
 46 47  1  6
 46 48  1  0
 31 49  1  6
 49 50  2  0
 48 49  1  0
 35 51  2  0
  2 52  1  0
 52 53  2  0
 54 52  1  1
 54  1  1  0
 54 55  1  0
 55 56  2  0
 56 57  1  0
 57 58  2  0
 58 59  1  0
 59 60  2  0
 60 55  1  0
M  END

Associated Targets(Human)

ITGAV Tchem Integrin alpha-V/beta-8 (181 Activities)

Discover Target: ITGAV

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ITGAV Tchem Integrin alpha-V/beta-6 (509 Activities)

Discover Target: ITGAV

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

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: 839.95	Molecular Weight (Monoisotopic): 839.4290	AlogP: -2.30	#Rotatable Bonds: 9
Polar Surface Area: 314.42	Molecular Species: ZWITTERION	HBA: 10	HBD: 10
#RO5 Violations: 2	HBA (Lipinski): 21	HBD (Lipinski): 11	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 4.04	CX Basic pKa: 11.68	CX LogP: -4.89	CX LogD: -4.89
Aromatic Rings: 1	Heavy Atoms: 60	QED Weighted: 0.07	Np Likeness Score: 0.84

References

1. Reichart F, Maltsev OV, Kapp TG, Räder AFB, Weinmüller M, Marelli UK, Notni J, Wurzer A, Beck R, Wester HJ, Steiger K, Di Maro S, Di Leva FS, Marinelli L, Nieberler M, Reuning U, Schwaiger M, Kessler H.. (2019) Selective Targeting of Integrin αvβ8 by a Highly Active Cyclic Peptide., 62 (4): [PMID:30657681] [10.1021/acs.jmedchem.8b01588]

[(3R,9S,12S,18S,21R,24S,27S)-18-(3-Guanidino-propyl)-9-isobutyl-24-methyl-2,8,11,14,17,20,23,26-octaoxo-21-phenyl-1,7,10,13,16,19,22,25-octaaza-tricyclo[25.3.0.0(3,7)]triacont-12-yl]-acetic acid

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source