NPASS Natural Product

Natural Product: NPC475610

Natural Product ID:	NPC475610
Common Name:	Discorhabdin V
IUPAC Name:
Synonyms:	Discorhabdin V
Molecular Formula:	C18H16BrN3O2
Standard InCHIKey:	SSPPRUOFJZYGKW-UHFFFAOYSA-O
Standard InCHI:	InChI=1S/C18H16BrN3O2/c19-9-5-18-2-3-20-14-12(18)15-11-8(7-21-13(11)17(14)24)1-4-22(15)10(6-18)16(9)23/h5,7,10,16,23H,1-4,6H2,(H,20,21,24)/p+1
Canonical SMILES:	BrC1=CC23CC[N-]C4=C3C3=C5C(=[NH+]C=C5CC[N+]3C(C1O)C2)C4=O
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
NPO32524	latrunculid sponges	Species	NA	NA		South African		PMID[15332840]

Biological Activity

Activity Type	# Activity
IC50	1

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT393	Cell Line	HCT-116	Homo sapiens	IC50	=	1266	nM	10.1007/s00044-012-0334-1

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 NPC475610 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	82
0.1-0.2	477
0.2-0.3	7370
0.3-0.4	17827
0.4-0.5	4783
0.5-0.6	341
0.6-0.7	8
0.7-0.8	1
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
0.7246	Intermediate Similarity	NPC476158
0.6471	Remote Similarity	NPC476141
0.6364	Remote Similarity	NPC175585
0.6224	Remote Similarity	NPC473249
0.609	Remote Similarity	NPC119569
0.6042	Remote Similarity	NPC313173
0.6026	Remote Similarity	NPC473804
0.6	Remote Similarity	NPC317654
0.6	Remote Similarity	NPC96010
0.5946	Remote Similarity	NPC477220
0.594	Remote Similarity	NPC469958
0.5938	Remote Similarity	NPC119225
0.5938	Remote Similarity	NPC25033
0.5938	Remote Similarity	NPC470382
0.5938	Remote Similarity	NPC471635
0.5938	Remote Similarity	NPC476261
0.5903	Remote Similarity	NPC66855
0.5896	Remote Similarity	NPC230677
0.5882	Remote Similarity	NPC472192
0.5882	Remote Similarity	NPC469563
0.5865	Remote Similarity	NPC474563
0.585	Remote Similarity	NPC1702
0.585	Remote Similarity	NPC158672
0.5839	Remote Similarity	NPC172626
0.5839	Remote Similarity	NPC476290
0.5839	Remote Similarity	NPC470892
0.5833	Remote Similarity	NPC77703
0.5806	Remote Similarity	NPC473261
0.5806	Remote Similarity	NPC202056
0.5806	Remote Similarity	NPC473262
0.5806	Remote Similarity	NPC300912
0.5806	Remote Similarity	NPC202166
0.5789	Remote Similarity	NPC226509
0.5789	Remote Similarity	NPC152718
0.5755	Remote Similarity	NPC476269
0.5742	Remote Similarity	NPC81079
0.5729	Remote Similarity	NPC469562
0.5729	Remote Similarity	NPC220594
0.5714	Remote Similarity	NPC181086
0.5714	Remote Similarity	NPC100810
0.5714	Remote Similarity	NPC144714
0.5714	Remote Similarity	NPC313234
0.5698	Remote Similarity	NPC476250
0.5693	Remote Similarity	NPC140251
0.5693	Remote Similarity	NPC307903
0.5687	Remote Similarity	NPC130714
0.5676	Remote Similarity	NPC262880
0.5676	Remote Similarity	NPC247902
0.5672	Remote Similarity	NPC247060
0.5672	Remote Similarity	NPC58200
0.5672	Remote Similarity	NPC50815
0.5664	Remote Similarity	NPC470300
0.5652	Remote Similarity	NPC133729
0.5646	Remote Similarity	NPC36254
0.5642	Remote Similarity	NPC474258
0.5638	Remote Similarity	NPC260270
0.5635	Remote Similarity	NPC473628
0.5634	Remote Similarity	NPC288629
0.5613	Remote Similarity	NPC304257
0.5606	Remote Similarity	NPC241426

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC475610 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	92
0.1-0.2	252
0.2-0.3	1419
0.3-0.4	5429
0.4-0.5	1904
0.5-0.6	60
0.6-0.7	5
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
0.6403	Remote Similarity	NPD7623	Phase 3
0.6403	Remote Similarity	NPD7624	Clinical (unspecified phase)
0.6331	Remote Similarity	NPD7739	Clinical (unspecified phase)
0.6224	Remote Similarity	NPD7746	Phase 1
0.6224	Remote Similarity	NPD7747	Phase 1
0.5878	Remote Similarity	NPD6914	Discontinued
0.5724	Remote Similarity	NPD2838	Clinical (unspecified phase)
0.5683	Remote Similarity	NPD7116	Clinical (unspecified phase)

Structure

NPC475610 OpenBabel07101719152D 24 29 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 -1.6203 1.6821 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5330 2.3129 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 -0.5781 1.2787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2784 0.4707 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 1.6691 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 -0.1564 0.8430 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7526 -0.0725 0.0000 C 0 0 3 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 -0.5350 1.6123 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3898 2.4124 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 -0.2340 0.2417 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.3262 2.7977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1816 1.2206 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.7927 1.1580 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -0.9853 2.6379 0.0000 N 0 5 0 0 0 0 0 0 0 0 0 0 2.0685 2.5827 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 0.6040 -0.3040 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2814 3.7967 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 1 8 1 0 0 0 0 2 3 1 0 0 0 0 2 18 1 0 0 0 0 3 20 1 0 0 0 0 4 22 1 0 0 0 0 5 9 2 0 0 0 0 5 18 1 0 0 0 0 6 10 1 0 0 0 0 6 18 1 0 0 0 0 7 8 2 0 0 0 0 7 21 1 0 0 0 0 8 11 1 0 0 0 0 9 16 1 0 0 0 0 9 19 1 0 0 0 0 10 16 1 0 0 0 0 10 22 1 0 0 0 0 11 13 1 0 0 0 0 11 15 2 0 0 0 0 12 14 2 0 0 0 0 12 15 1 0 0 0 0 12 18 1 0 0 0 0 13 17 1 0 0 0 0 13 21 2 0 0 0 0 14 17 1 0 0 0 0 14 20 1 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 17 24 2 0 0 0 0 M CHG 3 20 -1 21 1 22 1 M END $$$$

External Identifiers

PubChem CID	20055930
ChEMBL	CHEMBL509255
ZINC

Physicochemical Properties

Molecular Weight:	386.05
ALogP:	-3.9588
MLogP:	2.78
XLogP:	0.466
# Rotatable Bonds:	2
Polar Surface Area:	55.71
# H-Bond Aceptor:	3
# H-Bond Donor:	3
# Rings:	6
# Heavy Atoms:	24

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