NPASS Natural Product

Natural Product: NPC89921

Natural Product ID:	NPC89921
Common Name:	(1S,3S,4R,7S,8S,11S,12S,13S,15R,20R)-7,20-Diformamidoisocycloamphilectane
IUPAC Name:	N-[(1S,3aR,4S,5aS,7R,8R,8aS,10aS,10bS,10cS)-8-formamido-1,4,7,8-tetramethyl-2,3,3a,4,5,5a,6,7,8a,9,10,10a,10b,10c-tetradecahydropyren-1-yl]formamide
Synonyms:
Molecular Formula:	C22H36N2O2
Standard InCHIKey:	SJUBXKFUQQKUEC-OXEUSEQRSA-N
Standard InCHI:	InChI=1S/C22H36N2O2/c1-13-9-15-10-14(2)22(4,24-12-26)18-6-5-17-20(19(15)18)16(13)7-8-21(17,3)23-11-25/h11-20H,5-10H2,1-4H3,(H,23,25)(H,24,26)/t13-,14+,15-,16+,17-,18-,19+,20+,21-,22+/m0/s1
Canonical SMILES:	OC=N[C@@]1(C)CC[C@H]2[C@@H]3[C@@H]1CC[C@H]1[C@H]3[C@@H](C[C@@H]2C)C[C@H]([C@@]1(C)N=CO)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO33434	cymbastel hooperi	Species	NA	NA				PMID[19199790]

Biological Activity

Activity Type	# Activity
IC50	1

Activity Type	# Activity
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	14.8	ug/ml	10.6019/CHEMBL1201861

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 NPC89921 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	52
0.1-0.2	6407
0.2-0.3	15892
0.3-0.4	6813
0.4-0.5	1572
0.5-0.6	129
0.6-0.7	12
0.7-0.8	10
0.8-0.85	1
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8906	High Similarity	NPC476288
0.8182	Intermediate Similarity	NPC476135
0.7966	Intermediate Similarity	NPC212905
0.7846	Intermediate Similarity	NPC474435
0.7846	Intermediate Similarity	NPC474027
0.7714	Intermediate Similarity	NPC476329
0.7681	Intermediate Similarity	NPC124384
0.7576	Intermediate Similarity	NPC477740
0.7534	Intermediate Similarity	NPC476308
0.7424	Intermediate Similarity	NPC477739
0.7313	Intermediate Similarity	NPC475755
0.7206	Intermediate Similarity	NPC476682
0.6944	Remote Similarity	NPC245223
0.6716	Remote Similarity	NPC324944
0.6567	Remote Similarity	NPC173815
0.6486	Remote Similarity	NPC138409
0.6418	Remote Similarity	NPC318036
0.6377	Remote Similarity	NPC21781
0.6267	Remote Similarity	NPC472831
0.6056	Remote Similarity	NPC317778
0.6053	Remote Similarity	NPC184919
0.6027	Remote Similarity	NPC53276
0.6024	Remote Similarity	NPC257962
0.6024	Remote Similarity	NPC192456
0.5974	Remote Similarity	NPC120167
0.5974	Remote Similarity	NPC473442
0.5946	Remote Similarity	NPC469970
0.5921	Remote Similarity	NPC271640
0.5915	Remote Similarity	NPC28755
0.5915	Remote Similarity	NPC152211
0.5867	Remote Similarity	NPC474456
0.5795	Remote Similarity	NPC21035
0.5747	Remote Similarity	NPC152684
0.5676	Remote Similarity	NPC145715
0.5663	Remote Similarity	NPC39308
0.5647	Remote Similarity	NPC109533
0.561	Remote Similarity	NPC25110
0.56	Remote Similarity	NPC473959

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC89921 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	59
0.1-0.2	2093
0.2-0.3	5545
0.3-0.4	1274
0.4-0.5	162
0.5-0.6	28
0.6-0.7	0
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.5738	Remote Similarity	NPD346	Approved
0.5738	Remote Similarity	NPD347	Approved
0.5714	Remote Similarity	NPD871	Approved
0.5714	Remote Similarity	NPD873	Approved
0.5714	Remote Similarity	NPD3155	Clinical (unspecified phase)
0.5604	Remote Similarity	NPD6934	Discontinued

Structure

NPC89921 OpenBabel07101719142D 26 29 0 0 1 0 0 0 0 0999 V2000 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1055 1.7930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3712 -2.1581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2859 0.6733 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 1.4311 -0.0243 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3735 -0.7930 0.0000 C 0 0 0 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 -1.6026 1.7272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9947 -2.9399 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9094 -0.1085 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.2395 1.2930 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.7366 -1.2272 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.2971 0.5243 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.3601 -2.0090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.9206 -0.2575 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6182 -3.7217 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2748 0.8224 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2 14 1 0 0 0 0 3 21 1 0 0 0 0 4 22 1 0 0 0 0 5 6 1 0 0 0 0 5 17 1 0 0 0 0 6 18 1 0 0 0 0 7 8 1 0 0 0 0 8 21 1 0 0 0 0 9 13 1 0 0 0 0 10 14 1 0 0 0 0 10 15 1 0 0 0 0 11 23 2 3 0 0 0 11 25 1 0 0 0 0 12 24 2 3 0 0 0 12 26 1 0 0 0 0 13 1 1 6 0 0 0 13 16 1 0 0 0 0 14 22 1 6 0 0 0 15 9 1 6 0 0 0 15 19 1 0 0 0 0 16 7 1 1 0 0 0 16 20 1 0 0 0 0 17 20 1 0 0 0 0 17 21 1 1 0 0 0 18 19 1 0 0 0 0 18 22 1 6 0 0 0 19 20 1 0 0 0 0 21 23 1 0 0 0 0 22 24 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	14059626
ChEMBL	CHEMBL561160
ZINC

Physicochemical Properties

Molecular Weight:	360.28
ALogP:	0.1292
MLogP:	3.44
XLogP:	5.065
# Rotatable Bonds:	8
Polar Surface Area:	65.18
# H-Bond Aceptor:	4
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	26

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