NPASS Natural Product

Natural Product: NPC1220

Natural Product ID:	NPC1220
Common Name:	Calanolide C
IUPAC Name:
Synonyms:
Molecular Formula:	C22H26O5
Standard InCHIKey:	NIDRYBLTWYFCFV-IUUKEHGRSA-N
Standard InCHI:	InChI=1S/C22H26O5/c1-6-7-13-10-15(23)26-21-16(13)20-14(8-9-22(4,5)27-20)19-17(21)18(24)11(2)12(3)25-19/h8-12,18,24H,6-7H2,1-5H3/t11-,12+,18-/m0/s1
Canonical SMILES:	CCCc1cc(=O)oc2c1c1OC(C)(C)C=Cc1c1c2[C@@H](O)[C@H]([C@H](O1)C)C
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
NPO17406	Calophyllum lanigerum	Species	Calophyllaceae	Eukaryota				PMID[1379639]
NPO25528	Calophyllum brasiliense	Species	Calophyllaceae	Eukaryota				PMID[12662094]

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Biological Activity

Activity Type	# Activity
IC50	3
Others	8

Activity Type	# Activity
Cell Line	6
Others	5

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		Activity	=	35.1	%	23265253
NPT2	Others	Unspecified		Activity	=	0	%	DrugMatrix in vivo data: Pathology
NPT2	Others	Unspecified		Activity	=	74	%	20144868
NPT2	Others	Unspecified		Activity	=	94.3	%	16038546
NPT2	Others	Unspecified		IC50	=	351	molar ratio	10.6019/CHEMBL1201861
NPT315	Cell Line	CEM-SS	Homo sapiens	IC50	=	18000	nM	11473423
NPT315	Cell Line	CEM-SS	Homo sapiens	IC50	=	30000	nM	9461657
NPT80	Cell Line	Raji	Homo sapiens	Activity	=	70	%	19216517
NPT80	Cell Line	Raji	Homo sapiens	Activity	>	80	%	10785413
NPT80	Cell Line	Raji	Homo sapiens	Activity	>	80	%	1904475

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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 NPC1220 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	192
0.1-0.2	935
0.2-0.3	2086
0.3-0.4	4811
0.4-0.5	8638
0.5-0.6	3595
0.6-0.7	6184
0.7-0.8	3949
0.8-0.85	325
0.85-0.9	145
0.9-0.95	14
0.95-1	15

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Similarity Score	Similarity Level	Natural Product ID
0.8433	Intermediate Similarity	NPC157212
0.844	Intermediate Similarity	NPC221173
0.8451	Intermediate Similarity	NPC471763
0.8456	Intermediate Similarity	NPC19157
0.8462	Intermediate Similarity	NPC52247

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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 NPC1220 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	197
0.1-0.2	801
0.2-0.3	1637
0.3-0.4	2544
0.4-0.5	2106
0.5-0.6	1217
0.6-0.7	516
0.7-0.8	137
0.8-0.85	4
0.85-0.9	0
0.9-0.95	0
0.95-1	2

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6805	Remote Similarity	NPD7286	Phase 2
0.6806	Remote Similarity	NPD3600	Clinical (unspecified phase)
0.6807	Remote Similarity	NPD6232	Discontinued
0.6813	Remote Similarity	NPD6502	Phase 2
0.6821	Remote Similarity	NPD2200	Suspended

Showing 1 to 5 of 200 entries

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Structure

NPC1220 OpenBabel07101719252D 27 30 0 0 1 0 0 0 0 0999 V2000 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 4 22 1 0 0 0 0 5 22 1 0 0 0 0 6 7 1 0 0 0 0 7 13 1 0 0 0 0 8 9 2 0 0 0 0 8 14 1 0 0 0 0 9 22 1 0 0 0 0 10 13 2 0 0 0 0 10 15 1 0 0 0 0 11 2 1 1 0 0 0 11 12 1 0 0 0 0 11 18 1 0 0 0 0 12 3 1 1 0 0 0 12 25 1 0 0 0 0 13 16 1 0 0 0 0 14 19 2 0 0 0 0 14 20 1 0 0 0 0 15 23 2 0 0 0 0 15 26 1 0 0 0 0 16 20 2 0 0 0 0 16 21 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 17 21 2 0 0 0 0 18 24 1 1 0 0 0 19 25 1 0 0 0 0 20 27 1 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	454257
ChEMBL	CHEMBL263086
ZINC

Physicochemical Properties

Molecular Weight:	370.18
ALogP:	0.2774
MLogP:	3.33
XLogP:	3.505
# Rotatable Bonds:	8
Polar Surface Area:	64.99
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	27

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