2-(3-{3-Benzyl-9-[2-(4-hydroxy-phenyl)-ethyl]-12-isopropyl-6,7-dimethyl-2,5,8,11,14-pentaoxo-1,4,7,10,13pentaaza-cyclononadec-15-yl}-ureido)-5-guanidino-pentanoic acid

ID: ALA368684

PubChem CID: 10418061

Max Phase: Preclinical

Molecular Formula: C41H60N10O9

Molecular Weight: 836.99

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CC(C)[C@@H]1NC(=O)[C@H](NC(=O)N[C@@H](CCCNC(=N)N)C(=O)O)CCCCNC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](C)N(C)C(=O)[C@H](CCc2ccc(O)cc2)NC1=O

Standard InChI: InChI=1S/C41H60N10O9/c1-24(2)33-37(56)46-30(20-17-26-15-18-28(52)19-16-26)38(57)51(4)25(3)34(53)47-32(23-27-11-6-5-7-12-27)35(54)44-21-9-8-13-29(36(55)50-33)48-41(60)49-31(39(58)59)14-10-22-45-40(42)43/h5-7,11-12,15-16,18-19,24-25,29-33,52H,8-10,13-14,17,20-23H2,1-4H3,(H,44,54)(H,46,56)(H,47,53)(H,50,55)(H,58,59)(H4,42,43,45)(H2,48,49,60)/t25-,29+,30-,31-,32-,33-/m0/s1

Standard InChI Key: ZDOVFDLIJJGVQM-APNXPRSCSA-N

Molfile:

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M  END

Associated Targets(Human)

CPA1 Tchem Carboxypeptidase A1 (146 Activities)

Discover Target: CPA1

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

F11 Tchem Coagulation factor XI (1733 Activities)

Discover Target: F11

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

F2 Tclin Thrombin (11687 Activities)

Discover Target: F2

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

F7 Tchem Coagulation factor VII (948 Activities)

Discover Target: F7

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

F10 Tclin Coagulation factor X (9693 Activities)

Discover Target: F10

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

CPN1 Tchem Carboxypeptidase N, catalytic subunit (37 Activities)

Discover Target: CPN1

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

CPB2 Tchem Carboxypeptidase B2 isoform A (351 Activities)

Discover Target: CPB2

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

Natural Product: Yes	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 836.99	Molecular Weight (Monoisotopic): 836.4545	AlogP: 0.21	#Rotatable Bonds: 13
Polar Surface Area: 297.27	Molecular Species: ZWITTERION	HBA: 9	HBD: 11
#RO5 Violations: 2	HBA (Lipinski): 19	HBD (Lipinski): 12	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 3.89	CX Basic pKa: 11.73	CX LogP: -1.05	CX LogD: -1.05
Aromatic Rings: 2	Heavy Atoms: 60	QED Weighted: 0.07	Np Likeness Score: 0.70

References

1. Itou Y, Suzuki S, Ishida K, Murakami M.. (1999) Anabaenopeptins G and H, potent carboxypeptidase A inhibitors from the cyanobacterium Oscillatoria agardhii (NIES-595)., 9 (9): [PMID:10340607] [10.1016/s0960-894x(99)00191-2]
2. Murakami M, Suzuki S, Itou Y, Kodani S, Ishida K.. (2000) New anabaenopeptins, potent carboxypeptidase-A inhibitors from the cyanobacterium Aphanizomenon flos-aquae., 63 (9): [PMID:11000037] [10.1021/np000120k]
3. Halland N, Brönstrup M, Czech J, Czechtizky W, Evers A, Follmann M, Kohlmann M, Schiell M, Kurz M, Schreuder HA, Kallus C.. (2015) Novel Small Molecule Inhibitors of Activated Thrombin Activatable Fibrinolysis Inhibitor (TAFIa) from Natural Product Anabaenopeptin., 58 (11): [PMID:25990761] [10.1021/jm501840b]
4. Harms H,Kurita KL,Pan L,Wahome PG,He H,Kinghorn AD,Carter GT,Linington RG. (2016) Discovery of anabaenopeptin 679 from freshwater algal bloom material: Insights into the structure-activity relationship of anabaenopeptin protease inhibitors., 26 (20.0): [PMID:27641470] [10.1016/j.bmcl.2016.09.008]

2-(3-{3-Benzyl-9-[2-(4-hydroxy-phenyl)-ethyl]-12-isopropyl-6,7-dimethyl-2,5,8,11,14-pentaoxo-1,4,7,10,13pentaaza-cyclononadec-15-yl}-ureido)-5-guanidino-pentanoic acid

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source