NPASS Natural Product

Natural Product: NPC56107

Natural Product ID:	NPC56107
Common Name:	Halichonadin E
IUPAC Name:	1-[(1aR,4R,4aR,7R,7aS,7bS)-1,1,4,7-tetramethyl-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulen-4-yl]-3-[(1S,2S,4aR,8aS)-4a-methyl-8-methylidene-2-propan-2-yl-1,2,3,4,5,6,7,8a-octahydronaphthalen-1-yl]urea
Synonyms:	Halichonadin E
Molecular Formula:	C31H52N2O
Standard InCHIKey:	GWNAWKXPMUQBAV-BJJXRJFNSA-N
Standard InCHI:	InChI=1S/C31H52N2O/c1-18(2)21-13-16-30(7)15-9-10-20(4)25(30)27(21)32-28(34)33-31(8)17-14-23-26(29(23,5)6)24-19(3)11-12-22(24)31/h18-19,21-27H,4,9-17H2,1-3,5-8H3,(H2,32,33,34)/t19-,21+,22-,23-,24-,25-,26-,27+,30-,31-/m1/s1
Canonical SMILES:	CC([C@@H]1CC[C@@]2([C@@H]([C@H]1N=C(N[C@]1(C)CC[C@@H]3[C@H]([C@H]4[C@H]1CC[C@H]4C)C3(C)C)O)C(=C)CCC2)C)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
NPO32962	halichondria sp.	Species	Halichondriidae	Eukaryota				PMID[18047292]

Biological Activity

Activity Type	# Activity
IC50	2

Activity Type	# Activity
Cell Line	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT91	Cell Line	KB	Homo sapiens	IC50	=	2.6	ug/ml	15646539
NPT137	Cell Line	L1210	Mus musculus	IC50	=	3	ug/ml	15646539

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 NPC56107 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	70
0.1-0.2	4099
0.2-0.3	15634
0.3-0.4	9062
0.4-0.5	1804
0.5-0.6	170
0.6-0.7	50
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	Natural Product ID
0.6947	Remote Similarity	NPC43308
0.6747	Remote Similarity	NPC476682
0.6667	Remote Similarity	NPC329782
0.663	Remote Similarity	NPC211322
0.6628	Remote Similarity	NPC271640
0.6596	Remote Similarity	NPC472312
0.6562	Remote Similarity	NPC24733
0.6562	Remote Similarity	NPC152684
0.6559	Remote Similarity	NPC12035
0.6556	Remote Similarity	NPC125828
0.6512	Remote Similarity	NPC476135
0.6489	Remote Similarity	NPC152039
0.6489	Remote Similarity	NPC257962
0.6489	Remote Similarity	NPC118329
0.6444	Remote Similarity	NPC476904
0.6429	Remote Similarity	NPC477740
0.6421	Remote Similarity	NPC283277
0.6404	Remote Similarity	NPC21773
0.6364	Remote Similarity	NPC245223
0.6364	Remote Similarity	NPC124384
0.6346	Remote Similarity	NPC167419
0.6327	Remote Similarity	NPC166458
0.6321	Remote Similarity	NPC118275
0.6304	Remote Similarity	NPC476308
0.6279	Remote Similarity	NPC469970
0.6275	Remote Similarity	NPC476753
0.6275	Remote Similarity	NPC476752
0.6265	Remote Similarity	NPC152211
0.6265	Remote Similarity	NPC28755
0.6226	Remote Similarity	NPC275686
0.6226	Remote Similarity	NPC135799
0.6222	Remote Similarity	NPC476329
0.6222	Remote Similarity	NPC265789
0.6214	Remote Similarity	NPC476754
0.6163	Remote Similarity	NPC53276
0.6146	Remote Similarity	NPC474122
0.6129	Remote Similarity	NPC7214
0.61	Remote Similarity	NPC21035
0.6091	Remote Similarity	NPC230677
0.6082	Remote Similarity	NPC215474
0.6055	Remote Similarity	NPC90538
0.6038	Remote Similarity	NPC474164
0.6036	Remote Similarity	NPC476756
0.6036	Remote Similarity	NPC244982
0.6024	Remote Similarity	NPC173815
0.6023	Remote Similarity	NPC37792
0.602	Remote Similarity	NPC21667
0.6	Remote Similarity	NPC311164
0.6	Remote Similarity	NPC272732
0.6	Remote Similarity	NPC138409
0.596	Remote Similarity	NPC471867
0.5957	Remote Similarity	NPC25110
0.5952	Remote Similarity	NPC324944
0.593	Remote Similarity	NPC219621
0.593	Remote Similarity	NPC477739
0.5922	Remote Similarity	NPC84171
0.5918	Remote Similarity	NPC471868
0.59	Remote Similarity	NPC147513
0.5882	Remote Similarity	NPC21781
0.5882	Remote Similarity	NPC259252
0.5859	Remote Similarity	NPC171639
0.5843	Remote Similarity	NPC474456
0.5842	Remote Similarity	NPC157479
0.5824	Remote Similarity	NPC472831
0.5818	Remote Similarity	NPC176012
0.5818	Remote Similarity	NPC58200
0.5816	Remote Similarity	NPC90150
0.5794	Remote Similarity	NPC476903
0.5789	Remote Similarity	NPC174803
0.5789	Remote Similarity	NPC175585
0.5789	Remote Similarity	NPC259989
0.5773	Remote Similarity	NPC57599
0.5766	Remote Similarity	NPC241879
0.5743	Remote Similarity	NPC75810
0.5714	Remote Similarity	NPC318036
0.5702	Remote Similarity	NPC159367
0.5688	Remote Similarity	NPC140685
0.5676	Remote Similarity	NPC476755
0.5676	Remote Similarity	NPC152718
0.5676	Remote Similarity	NPC471083
0.5676	Remote Similarity	NPC50815
0.567	Remote Similarity	NPC79704
0.5652	Remote Similarity	NPC184919
0.5641	Remote Similarity	NPC124358
0.5625	Remote Similarity	NPC474583
0.5614	Remote Similarity	NPC25340
0.5607	Remote Similarity	NPC280710
0.5607	Remote Similarity	NPC243985
0.5603	Remote Similarity	NPC72753

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC56107 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	88
0.1-0.2	633
0.2-0.3	5111
0.3-0.4	2905
0.4-0.5	401
0.5-0.6	21
0.6-0.7	2
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
0.6078	Remote Similarity	NPD6934	Discontinued
0.6058	Remote Similarity	NPD5771	Approved
0.5876	Remote Similarity	NPD3155	Clinical (unspecified phase)
0.5755	Remote Similarity	NPD5769	Clinical (unspecified phase)
0.5699	Remote Similarity	NPD5365	Phase 2

Structure

NPC56107 OpenBabel07101719162D 34 38 0 0 1 0 0 0 0 0999 V2000 2.3330 1.1177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1768 -0.3438 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8803 1.8729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8644 4.5280 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8438 -0.4872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3959 2.0921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4891 3.5536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3959 4.0408 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5521 4.5280 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9130 3.3148 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0430 3.5031 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7082 1.1177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7508 0.8432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3959 3.0665 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5521 1.6049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0380 1.7742 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1768 0.6306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0293 2.3474 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.7082 4.0408 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8644 1.6049 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5175 2.6521 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8438 0.4872 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1452 1.9378 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.7082 3.0665 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 0.9744 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.8644 2.5793 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.1768 2.5793 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5521 2.5793 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.4891 2.5793 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.0206 3.0665 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.3330 3.0665 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.1768 1.6049 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 18 1 0 0 0 0 4 20 2 0 0 0 0 5 29 1 0 0 0 0 6 29 1 0 0 0 0 7 30 1 0 0 0 0 8 31 1 0 0 0 0 9 10 1 0 0 0 0 9 15 1 0 0 0 0 10 20 1 0 0 0 0 11 12 1 0 0 0 0 11 19 1 0 0 0 0 12 22 1 0 0 0 0 13 16 1 0 0 0 0 13 21 1 0 0 0 0 14 17 1 0 0 0 0 15 30 1 0 0 0 0 16 30 1 0 0 0 0 17 31 1 0 0 0 0 19 3 1 6 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 21 18 1 1 0 0 0 21 27 1 0 0 0 0 22 24 1 0 0 0 0 22 31 1 1 0 0 0 23 14 1 1 0 0 0 23 26 1 0 0 0 0 23 29 1 0 0 0 0 24 26 1 0 0 0 0 25 27 1 0 0 0 0 25 30 1 0 0 0 0 26 29 1 0 0 0 0 27 32 1 0 0 0 0 28 32 2 3 0 0 0 28 33 1 0 0 0 0 28 34 1 0 0 0 0 31 33 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	24853965
ChEMBL	CHEMBL427897
ZINC

Physicochemical Properties

Molecular Weight:	468.41
ALogP:	2.5568
MLogP:	4.54
XLogP:	10.671
# Rotatable Bonds:	12
Polar Surface Area:	44.62
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	5
# Heavy Atoms:	34

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