NPASS Natural Product

Natural Product: NPC235866

Natural Product ID:	NPC235866
Common Name:	Microcyclamide
IUPAC Name:
Synonyms:	Microcyclamide
Molecular Formula:	C26H30N8O4S2
Standard InCHIKey:	VJNFZONNMHDIHW-DYIBVVGTSA-N
Standard InCHI:	InChI=1S/C26H30N8O4S2/c1-6-12(2)19-26-31-18(10-40-26)22(36)29-16(7-15-8-27-11-34(15)5)25-30-17(9-39-25)21(35)28-13(3)24-33-20(14(4)38-24)23(37)32-19/h8-13,16,19H,6-7H2,1-5H3,(H,28,35)(H,29,36)(H,32,37)/t12-,13-,16-,19-/m0/s1
Canonical SMILES:	CC[C@@H]([C@@H]1N=C(O)c2nc(oc2C)[C@H](C)N=C(O)c2nc([C@@H](N=C(c3nc1sc3)O)Cc1cncn1C)sc2)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	BGC0000473;BGC0000474 ;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO3288	Microcystis aeruginosa	Species	Microcystaceae	Bacteria				PMID[11000050]

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
NPT168	Cell Line	P388	Mus musculus	IC50	=	1.2	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 NPC235866 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	443
0.1-0.2	13530
0.2-0.3	13277
0.3-0.4	2747
0.4-0.5	753
0.5-0.6	125
0.6-0.7	8
0.7-0.8	6
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
0.7617	Intermediate Similarity	NPC110129
0.7617	Intermediate Similarity	NPC201014
0.7538	Intermediate Similarity	NPC222391
0.7461	Intermediate Similarity	NPC217981
0.7424	Intermediate Similarity	NPC34319
0.7337	Intermediate Similarity	NPC256912
0.6782	Remote Similarity	NPC237219
0.6617	Remote Similarity	NPC50274
0.6206	Remote Similarity	NPC315126
0.6206	Remote Similarity	NPC314774
0.6142	Remote Similarity	NPC324815
0.6104	Remote Similarity	NPC315872
0.6051	Remote Similarity	NPC315061
0.6036	Remote Similarity	NPC315411
0.595	Remote Similarity	NPC49195
0.5813	Remote Similarity	NPC103268
0.573	Remote Similarity	NPC41982
0.5721	Remote Similarity	NPC475390
0.5714	Remote Similarity	NPC313504
0.5658	Remote Similarity	NPC96016
0.5607	Remote Similarity	NPC60537
0.5606	Remote Similarity	NPC478030
0.56	Remote Similarity	NPC89592

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC235866 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	228
0.1-0.2	1395
0.2-0.3	3297
0.3-0.4	2463
0.4-0.5	1598
0.5-0.6	177
0.6-0.7	3
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
0.6555	Remote Similarity	NPD2623	Phase 1
0.6104	Remote Similarity	NPD6444	Clinical (unspecified phase)
0.6	Remote Similarity	NPD5047	Clinical (unspecified phase)
0.5985	Remote Similarity	NPD5461	Discontinued
0.5936	Remote Similarity	NPD3108	Clinical (unspecified phase)
0.583	Remote Similarity	NPD6450	Phase 2
0.5814	Remote Similarity	NPD5768	Phase 2
0.5773	Remote Similarity	NPD3105	Discontinued
0.5772	Remote Similarity	NPD7227	Phase 3
0.5772	Remote Similarity	NPD7226	Phase 3
0.5741	Remote Similarity	NPD3130	Discontinued
0.5693	Remote Similarity	NPD576	Discontinued
0.5677	Remote Similarity	NPD8484	Phase 2
0.5652	Remote Similarity	NPD5342	Clinical (unspecified phase)
0.5638	Remote Similarity	NPD1955	Discontinued
0.562	Remote Similarity	NPD2414	Clinical (unspecified phase)
0.5607	Remote Similarity	NPD2180	Approved
0.5602	Remote Similarity	NPD1480	Clinical (unspecified phase)

Structure

NPC235866 OpenBabel07101719132D 40 44 0 0 1 0 0 0 0 0999 V2000 -1.7002 1.5960 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0586 -0.6744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0265 -5.1789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.7169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1283 2.3518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4662 0.9532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3247 1.1352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5400 -0.1681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2057 -1.8508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8529 0.4924 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8814 0.7367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2926 -0.0316 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.8529 -4.1941 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -2.7169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2643 0.7932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5586 0.4924 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.0586 -2.3432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8529 1.4772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3529 -0.3736 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8529 -3.2093 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5586 -3.2093 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8529 1.4772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3529 -2.3432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8529 -4.1941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0586 -0.3736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8529 0.4924 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5394 -0.2030 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7926 -3.8521 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7926 1.1352 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2323 -1.3584 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0868 1.1352 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5265 -1.3584 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0868 -3.8521 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0934 1.3524 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3247 -3.8521 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0265 2.4620 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2926 -2.6853 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8529 -3.2093 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2057 -0.8660 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 4 14 1 0 0 0 0 5 34 1 0 0 0 0 6 12 1 0 0 0 0 7 15 1 0 0 0 0 8 15 2 0 0 0 0 8 27 1 0 0 0 0 9 17 2 0 0 0 0 9 39 1 0 0 0 0 10 18 2 0 0 0 0 10 40 1 0 0 0 0 11 27 2 0 0 0 0 11 34 1 0 0 0 0 12 2 1 1 0 0 0 13 3 1 1 0 0 0 13 24 1 0 0 0 0 13 28 1 0 0 0 0 14 20 2 0 0 0 0 14 38 1 0 0 0 0 15 34 1 0 0 0 0 16 7 1 1 0 0 0 16 25 1 0 0 0 0 16 29 1 0 0 0 0 17 21 1 0 0 0 0 17 30 1 0 0 0 0 18 22 1 0 0 0 0 18 31 1 0 0 0 0 19 12 1 1 0 0 0 19 26 1 0 0 0 0 19 32 1 0 0 0 0 20 23 1 0 0 0 0 20 33 1 0 0 0 0 21 28 2 3 0 0 0 21 35 1 0 0 0 0 22 29 2 3 0 0 0 22 36 1 0 0 0 0 23 32 2 3 0 0 0 23 37 1 0 0 0 0 24 33 2 0 0 0 0 24 38 1 0 0 0 0 25 30 2 0 0 0 0 25 39 1 0 0 0 0 26 31 2 0 0 0 0 26 40 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	10555282
ChEMBL	CHEMBL503451
ZINC

Physicochemical Properties

Molecular Weight:	582.18
ALogP:	1.0534
MLogP:	2.78
XLogP:	3.887
# Rotatable Bonds:	12
Polar Surface Area:	223.88
# H-Bond Aceptor:	11
# H-Bond Donor:	3
# Rings:	5
# Heavy Atoms:	40

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