NPASS Natural Product

Natural Product: NPC74917

Natural Product ID:	NPC74917
Common Name:	Patellamide A
IUPAC Name:
Synonyms:
Molecular Formula:	C35H50N8O6S2
Standard InCHIKey:	ZGJIVWQOEHQWLW-SWTUTNCKSA-N
Standard InCHI:	InChI=1S/C35H50N8O6S2/c1-10-17(7)25-32-36-20(12-48-32)28(44)39-23(15(3)4)34-37-22(14-50-34)30(46)42-26(18(8)11-2)33-43-27(19(9)49-33)31(47)40-24(16(5)6)35-38-21(13-51-35)29(45)41-25/h13-20,23-27H,10-12H2,1-9H3,(H,39,44)(H,40,47)(H,41,45)(H,42,46)/t17-,18-,19+,20-,23+,24+,25-,26-,27-/m0/s1
Canonical SMILES:	CC[C@@H]([C@@H]1N=C(O)c2csc(n2)[C@H](N=C(O)[C@H]2N=C(O[C@@H]2C)[C@@H](N=C(c2nc([C@H](N=C([C@H]3N=C1OC3)O)C(C)C)sc2)O)[C@H](CC)C)C(C)C)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	BGC0000475 ;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO4712	Lissoclinum patella	Species	Didemnidae	Eukaryota				PMID[9868162]

Biological Activity

Activity Type	# Activity
IC50	3
Others	3

Activity Type	# Activity
Cell Line	4
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		Activity	=	0	Zone units	11421731
NPT137	Cell Line	L1210	Mus musculus	Activity	=	150	Zone units	11421731
NPT730	Cell Line	MC-38	Mus musculus	Activity	=	160	Zone units	Open TG-GATES in vivo data: Biochemistry
NPT2	Others	Unspecified		IC50	=	90	nM	14510595
NPT91	Cell Line	KB	Homo sapiens	IC50	=	3	ug/ml	9677264
NPT137	Cell Line	L1210	Mus musculus	IC50	=	2	ug/ml	20713672

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 NPC74917 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	109
0.1-0.2	11660
0.2-0.3	15793
0.3-0.4	3008
0.4-0.5	209
0.5-0.6	68
0.6-0.7	21
0.7-0.8	15
0.8-0.85	0
0.85-0.9	1
0.9-0.95	3
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9603	High Similarity	NPC120917
0.9516	High Similarity	NPC89592
0.935	High Similarity	NPC267605
0.935	High Similarity	NPC51692
0.9106	High Similarity	NPC135558
0.879	High Similarity	NPC214375
0.7688	Intermediate Similarity	NPC229160
0.7688	Intermediate Similarity	NPC25316
0.7688	Intermediate Similarity	NPC263485
0.7625	Intermediate Similarity	NPC475330
0.7603	Intermediate Similarity	NPC475390
0.7582	Intermediate Similarity	NPC237219
0.7578	Intermediate Similarity	NPC174652
0.7552	Intermediate Similarity	NPC103268
0.7453	Intermediate Similarity	NPC161242
0.7346	Intermediate Similarity	NPC476080
0.7346	Intermediate Similarity	NPC475534
0.7255	Intermediate Similarity	NPC50274
0.7143	Intermediate Similarity	NPC164006
0.7081	Intermediate Similarity	NPC24990
0.7	Intermediate Similarity	NPC469801
0.6981	Remote Similarity	NPC56058
0.6981	Remote Similarity	NPC522
0.6933	Remote Similarity	NPC476103
0.6928	Remote Similarity	NPC132662
0.6871	Remote Similarity	NPC34319
0.679	Remote Similarity	NPC222391
0.677	Remote Similarity	NPC110129
0.677	Remote Similarity	NPC201014
0.6768	Remote Similarity	NPC256912
0.6646	Remote Similarity	NPC475554
0.6645	Remote Similarity	NPC319751
0.6584	Remote Similarity	NPC217981
0.6561	Remote Similarity	NPC473398
0.6548	Remote Similarity	NPC134480
0.6519	Remote Similarity	NPC119481
0.6509	Remote Similarity	NPC473704
0.6402	Remote Similarity	NPC216720
0.6364	Remote Similarity	NPC210424
0.6077	Remote Similarity	NPC329961
0.6034	Remote Similarity	NPC96016
0.6011	Remote Similarity	NPC165538
0.5989	Remote Similarity	NPC122427
0.5988	Remote Similarity	NPC101980
0.5988	Remote Similarity	NPC97078
0.5988	Remote Similarity	NPC470146
0.5858	Remote Similarity	NPC315252
0.5714	Remote Similarity	NPC14101
0.5683	Remote Similarity	NPC49051
0.5621	Remote Similarity	NPC475568

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC74917 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	102
0.1-0.2	1294
0.2-0.3	4642
0.3-0.4	2804
0.4-0.5	295
0.5-0.6	23
0.6-0.7	1
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
0.6978	Remote Similarity	NPD9579	Approved
0.5843	Remote Similarity	NPD2957	Phase 2
0.574	Remote Similarity	NPD6915	Approved
0.5695	Remote Similarity	NPD6121	Clinical (unspecified phase)

Structure

NPC74917 OpenBabel07101718182D 51 55 0 0 1 0 0 0 0 0999 V2000 -0.7040 -4.6160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8032 4.2032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8603 -2.3235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9686 -4.1622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8642 2.8334 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9514 3.8242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3148 -2.3073 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6732 4.1516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7675 4.5944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4881 -4.0730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2931 3.2679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1367 -3.4812 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2063 -0.6305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2445 0.4357 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8649 -2.3808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3296 2.8047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4099 -3.1224 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.2280 3.2421 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.2791 3.6576 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.4560 -2.9137 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8555 -0.7670 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6877 0.7571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3175 -1.5474 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9016 1.7565 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1940 -2.5794 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.3186 2.6872 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.9514 3.1199 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.4075 -2.4693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2672 -1.6498 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2110 1.7780 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8205 2.5918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1538 -2.9282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2103 3.0899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6877 -0.5285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4428 0.4939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7914 -2.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.8989 0.0995 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4895 -0.0948 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.3223 -1.4875 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.0661 1.4922 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.2044 -1.6257 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1840 1.6304 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5970 2.2071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.2526 -2.9303 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7605 -2.4683 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.6688 2.6249 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9737 3.0496 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4856 -3.4884 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9085 3.6426 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.2445 -0.2071 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 10 1 0 0 0 0 2 11 1 0 0 0 0 3 15 1 0 0 0 0 4 15 1 0 0 0 0 5 16 1 0 0 0 0 6 16 1 0 0 0 0 10 17 1 0 0 0 0 11 18 1 0 0 0 0 12 48 1 0 0 0 0 13 21 2 0 0 0 0 13 51 1 0 0 0 0 14 22 2 0 0 0 0 14 50 1 0 0 0 0 17 7 1 1 0 0 0 18 8 1 6 0 0 0 19 9 1 6 0 0 0 19 27 1 0 0 0 0 19 49 1 0 0 0 0 20 12 1 1 0 0 0 20 28 1 0 0 0 0 20 36 1 0 0 0 0 21 29 1 0 0 0 0 21 38 1 0 0 0 0 22 30 1 0 0 0 0 22 37 1 0 0 0 0 23 15 1 6 0 0 0 23 34 1 0 0 0 0 23 39 1 0 0 0 0 24 16 1 6 0 0 0 24 35 1 0 0 0 0 24 40 1 0 0 0 0 25 17 1 1 0 0 0 25 32 1 0 0 0 0 25 41 1 0 0 0 0 26 18 1 1 0 0 0 26 33 1 0 0 0 0 26 42 1 0 0 0 0 27 31 1 1 0 0 0 27 43 1 0 0 0 0 28 39 2 3 0 0 0 28 44 1 0 0 0 0 29 41 2 3 0 0 0 29 45 1 0 0 0 0 30 42 2 3 0 0 0 30 46 1 0 0 0 0 31 40 2 3 0 0 0 31 47 1 0 0 0 0 32 36 2 0 0 0 0 32 48 1 0 0 0 0 33 43 2 0 0 0 0 33 49 1 0 0 0 0 34 37 2 0 0 0 0 34 50 1 0 0 0 0 35 38 2 0 0 0 0 35 51 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	157454
ChEMBL	CHEMBL448385
ZINC

Physicochemical Properties

Molecular Weight:	742.33
ALogP:	0.9873
MLogP:	3.55
XLogP:	4.998
# Rotatable Bonds:	19
Polar Surface Area:	255.8
# H-Bond Aceptor:	14
# H-Bond Donor:	4
# Rings:	5
# Heavy Atoms:	51

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