NPASS Natural Product

Natural Product: NPC180504

Natural Product ID:	NPC180504
Common Name:	A-443654
IUPAC Name:	(2S)-1-(1H-indol-3-yl)-3-[5-(3-methyl-2H-indazol-5-yl)pyridin-3-yl]oxypropan-2-amine
Synonyms:	A-443654; A-4436554
Molecular Formula:	C24H23N5O
Standard InCHIKey:	YWTBGJGMTBHQTM-IBGZPJMESA-N
Standard InCHI:	InChI=1S/C24H23N5O/c1-15-22-10-16(6-7-24(22)29-28-15)17-9-20(13-26-11-17)30-14-19(25)8-18-12-27-23-5-3-2-4-21(18)23/h2-7,9-13,19,27H,8,14,25H2,1H3,(H,28,29)/t19-/m0/s1
Canonical SMILES:	N[C@@H](Cc1c[nH]c2c1cccc2)COc1cncc(c1)c1ccc2c(c1)c(C)[nH]n2
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO14928	Huperzia serrata	Species	Lycopodiaceae	Eukaryota				HerDing*
NPO14928	Huperzia serrata	Species	Lycopodiaceae	Eukaryota				TCMID*

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Biological Activity

Activity Type	# Activity
AC50	3
EC50	1
IC50	364
Ki	2
Others	358
Potency	25

Activity Type	# Activity
Cell Line	361
Individual Protein	348
Organism	1
Others	33
Protein Complex	8
Protein Family	2

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT10	Individual Protein	Geminin	Homo sapiens	Potency		2310.9	nM	PubChem BioAssay data set
NPT10	Individual Protein	Geminin	Homo sapiens	Potency		580.5	nM	PubChem BioAssay data set
NPT101	Individual Protein	Glucagon-like peptide 1 receptor	Homo sapiens	Potency		501.2	nM	PubChem BioAssay data set
NPT1016	Organism	Canis familiaris	Canis lupus familiaris	Activity	=	60	mmHg	17523610
NPT1043	Individual Protein	Glycoprotein hormones alpha chain	Homo sapiens	Potency		2511.9	nM	PubChem BioAssay data set
NPT1082	Cell Line	NCI-H2126	Homo sapiens	IC50	=	309.18	nM	10.6019/CHEMBL1201861
NPT1094	Cell Line	697	Homo sapiens	IC50	=	32.81	nM	10.6019/CHEMBL1201861
NPT111	Cell Line	K562	Homo sapiens	IC50	=	385.36	nM	10.6019/CHEMBL1201861
NPT112	Cell Line	MOLT-4	Homo sapiens	IC50	=	130.92	nM	10.6019/CHEMBL1201861
NPT116	Cell Line	HL-60	Homo sapiens	IC50	=	500.33	nM	10.6019/CHEMBL1201861

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Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

● The left chart: Distribution of similarity level between NPC180504 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	587
0.1-0.2	3915
0.2-0.3	9023
0.3-0.4	10830
0.4-0.5	3682
0.5-0.6	1676
0.6-0.7	993
0.7-0.8	178
0.8-0.85	5
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Natural Product ID
0.6964	Remote Similarity	NPC473540
0.6964	Remote Similarity	NPC473312
0.6966	Remote Similarity	NPC251936
0.697	Remote Similarity	NPC290689
0.6971	Remote Similarity	NPC326363

Showing 1 to 5 of 200 entries

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Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC180504 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	312
0.1-0.2	733
0.2-0.3	1051
0.3-0.4	1711
0.4-0.5	2454
0.5-0.6	1849
0.6-0.7	882
0.7-0.8	163
0.8-0.85	4
0.85-0.9	2
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6911	Remote Similarity	NPD7673	Phase 3
0.6912	Remote Similarity	NPD4204	Approved
0.6912	Remote Similarity	NPD4203	Approved
0.6912	Remote Similarity	NPD7414	Clinical (unspecified phase)
0.6916	Remote Similarity	NPD4511	Phase 1

Showing 1 to 5 of 200 entries

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Structure

CID180504 OpenBabel06191715552D 30 34 0 0 1 0 0 0 0 0999 V2000 -0.3090 2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8120 2.8747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.4812 2.1316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8339 2.6668 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1721 1.1805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7453 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7158 0.3145 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0132 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6113 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8793 1.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.2812 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5249 1.7158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1940 0.9726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8793 0.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 3.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.6940 0.1066 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.1472 1.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 21 2 0 0 0 0 5 23 2 0 0 0 0 6 7 2 0 0 0 0 6 16 1 0 0 0 0 7 24 1 0 0 0 0 8 18 1 0 0 0 0 8 19 1 0 0 0 0 9 17 2 0 0 0 0 9 20 1 0 0 0 0 10 16 2 0 0 0 0 10 22 1 0 0 0 0 11 17 1 0 0 0 0 11 26 2 0 0 0 0 12 18 2 0 0 0 0 12 27 1 0 0 0 0 13 20 2 0 0 0 0 13 26 1 0 0 0 0 14 19 1 0 0 0 0 14 30 1 0 0 0 0 15 22 2 0 0 0 0 15 28 1 0 0 0 0 16 17 1 0 0 0 0 18 21 1 0 0 0 0 19 25 1 6 0 0 0 20 30 1 0 0 0 0 21 23 1 0 0 0 0 22 24 1 0 0 0 0 23 27 1 0 0 0 0 24 29 2 0 0 0 0 28 29 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	10172943
ChEMBL	CHEMBL379300
ZINC

Physicochemical Properties

Molecular Weight:	397.19
ALogP:	-1.2817
MLogP:	3.44
XLogP:	4.207
# Rotatable Bonds:	8
Polar Surface Area:	92.61
# H-Bond Aceptor:	5
# H-Bond Donor:	3
# Rings:	5
# Heavy Atoms:	30

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