((3R,9S,12S,18S,21S,27S)-18-{3-[N'-(6-Acetylamino-hexyl)-guanidino]-propyl}-9,21-diisobutyl-2,8,11,14,17,20,23,26-octaoxo-1,7,10,13,16,19,22,25-octaaza-tricyclo[25.3.0.0(3,7)]triacont-12-yl)-acetic acid

ID: ALA4464220

PubChem CID: 155530103

Max Phase: Preclinical

Molecular Formula: C44H74N12O11

Molecular Weight: 947.15

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CC(=O)NCCCCCCNC(=N)NCCC[C@@H]1NC(=O)[C@H](CC(C)C)NC(=O)CNC(=O)[C@@H]2CCCN2C(=O)[C@H]2CCCN2C(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(=O)O)NC(=O)CNC1=O

Standard InChI: InChI=1S/C44H74N12O11/c1-26(2)21-30-39(63)53-29(13-10-18-48-44(45)47-17-9-7-6-8-16-46-28(5)57)38(62)49-24-35(58)52-31(23-37(60)61)40(64)54-32(22-27(3)4)42(66)56-20-12-15-34(56)43(67)55-19-11-14-33(55)41(65)50-25-36(59)51-30/h26-27,29-34H,6-25H2,1-5H3,(H,46,57)(H,49,62)(H,50,65)(H,51,59)(H,52,58)(H,53,63)(H,54,64)(H,60,61)(H3,45,47,48)/t29-,30-,31-,32-,33-,34+/m0/s1

Standard InChI Key: YGIWXHQTRRVODY-SKYWUHBASA-N

Molfile:

 
     RDKit          2D

 67 69  0  0  0  0  0  0  0  0999 V2000
   24.4559  -18.0309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6499  -18.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9359  -17.1279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6490  -19.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9325  -17.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2156  -18.3645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7955  -19.2262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0742  -19.6424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3491  -20.8967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0742  -20.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7889  -20.8905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7889  -21.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4995  -22.9726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4995  -22.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0596  -22.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0596  -22.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3411  -23.3845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7766  -23.3783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2121  -21.7268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9372  -22.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3704  -22.1490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6476  -21.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9372  -22.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6476  -23.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6476  -24.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3582  -22.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0246  -21.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0473  -20.8506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6421  -20.9101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3212  -20.4569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0989  -19.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2854  -19.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0007  -20.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7789  -20.4592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0625  -19.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8678  -19.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0869  -20.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4133  -20.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7933  -18.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4920  -17.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4704  -17.1496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7467  -16.7544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7251  -15.9307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9973  -15.5396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9798  -14.7159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2521  -14.3206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6819  -14.2832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7713  -17.2531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3464  -16.5421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5952  -17.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0200  -17.9437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6101  -19.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7876  -19.0608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0693  -18.0055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9304  -19.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2215  -19.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5120  -20.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5459  -14.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8180  -14.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1118  -14.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3840  -14.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6778  -14.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9501  -14.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2439  -14.8657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5160  -14.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8098  -14.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4944  -13.6425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  1  2  1  0
  2  5  1  0
  5  3  2  0
  2  4  1  1
 10 11  1  0
 14 19  1  0
 22 29  1  0
 28 34  1  0
  7  8  1  0
  8 10  1  0
 10  9  2  0
 12 11  1  6
 12 14  1  0
 14 13  2  0
 12 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 19 20  1  0
 20 22  1  0
 22 21  2  0
 20 23  1  6
 23 24  1  0
 24 25  1  0
 24 26  1  0
 30 28  1  6
 28 27  2  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 29  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 34  1  0
  7 39  1  0
 39 40  1  0
 40  6  1  6
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 45 47  2  0
  1 48  1  0
 48 49  2  0
 48 50  1  0
 50 51  1  0
 35 52  1  6
 52 53  2  0
 51 52  1  0
 39 54  2  0
  4 55  1  0
 55 56  1  0
 55 57  1  0
 46 58  1  0
 58 59  1  0
 59 60  1  0
 60 61  1  0
 61 62  1  0
 62 63  1  0
 63 64  1  0
 64 65  1  0
 65 66  1  0
 65 67  2  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: 947.15	Molecular Weight (Monoisotopic): 946.5600	AlogP: -1.69	#Rotatable Bonds: 17
Polar Surface Area: 329.53	Molecular Species: ZWITTERION	HBA: 11	HBD: 11
#RO5 Violations: 3	HBA (Lipinski): 23	HBD (Lipinski): 11	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 4.04	CX Basic pKa: 11.48	CX LogP: -4.81	CX LogD: -4.81
Aromatic Rings: ┄	Heavy Atoms: 67	QED Weighted: 0.04	Np Likeness Score: 0.58

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,21S,27S)-18-{3-[N'-(6-Acetylamino-hexyl)-guanidino]-propyl}-9,21-diisobutyl-2,8,11,14,17,20,23,26-octaoxo-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