NPASS drugs

Drug Information

Drug ID:	NPD5209
Drug Name:	Pyrethrins
Molecular Formula:	C22H28O5.C21H28O3
Canonical SMILES:	C=C/C=CCC1=C(C)[C@H](CC1=O)OC(=O)[C@@H]1[C@H](C1(C)C)C=C(C)C.C=C/C=CCC1=C(C)[C@H](CC1=O)OC(=O)[C@@H]1[C@H](C1(C)C)/C=C(/C(=O)OC)C
Standard InCHI:	"InChI=1S/C22H28O5.C21H28O3/c1-7-8-9-10-15-14(3)18(12-17(15)23)27-21(25)19-16(22(19,4)5)11-13(2)20(24)26-6;1-7-8-9-10-15-14(4)18(12-17(15)22)24-20(23)19-16(11-13(2)3)21(19,5)6/h7-9,11,16,18-19H,1,10,12H2,2-6H3;7-9,11,16,18-19H,1,10,12H2,2-6H3/b9-8-,13-11+;9-8-/t2*16-,18+,19+/m11/s1"
Standard InCHIKey:	VXSIXFKKSNGRRO-MXOVTSAMSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5209

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	86496
0.1-0.2	119162
0.2-0.3	6058
0.3-0.4	5
0.4-0.5	0
0.5-0.6	0
0.6-0.7	1
0.7-0.8	5
0.8-0.85	3
0.85-0.9	4
0.9-0.95	0
0.95-1	6

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.9608	NPC323940
High Similarity	0.9608	NPC127387
High Similarity	0.9608	NPC39122
High Similarity	0.9608	NPC18938
High Similarity	0.9608	NPC52556
High Similarity	0.9608	NPC542107
High Similarity	0.8627	NPC205478
High Similarity	0.8627	NPC316680
High Similarity	0.8627	NPC504682
High Similarity	0.8627	NPC562792
Intermediate Similarity	0.8302	NPC493013
Intermediate Similarity	0.8302	NPC550026
Intermediate Similarity	0.8148	NPC527605
Intermediate Similarity	0.7358	NPC536898
Intermediate Similarity	0.7358	NPC580418
Intermediate Similarity	0.7358	NPC581022
Intermediate Similarity	0.7222	NPC497571
Intermediate Similarity	0.717	NPC253749
Remote Similarity	0.6333	NPC165699

Drug Structure

NPD5209 OpenBabel08211706322D 51 53 0 0 1 0 0 0 0 0999 V2000 9.0887 -4.9417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 -4.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8957 -1.5934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2321 -6.6962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1751 -4.5349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3661 -5.1227 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4526 -4.7160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3480 -3.7215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 -4.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8253 -3.1456 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2266 -2.3366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4345 -3.3147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.2321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.5685 -3.8147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2321 -2.2321 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2321 -2.2321 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.7321 -5.8301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4639 -4.8092 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -6.6962 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7321 -5.8301 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7321 -1.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 17.9728 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.3207 -1.1939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8207 -2.0599 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.4844 -5.4305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0887 -3.7919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0887 -4.7919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.0593 -0.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.9548 -1.9013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.0412 -2.3080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.9367 -3.3025 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.3207 -2.9259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.4140 -3.8784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8207 -2.0599 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.8152 -4.6874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.0232 -3.7093 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8207 -3.7919 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 14.1571 -3.2093 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8207 -4.7919 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.8207 -4.7919 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 12.3207 -5.6580 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9547 -4.2919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.0526 -2.2147 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.8207 -6.5240 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.3207 -5.6580 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 7 2 0 0 0 0 2 13 1 0 0 0 0 3 14 1 0 0 0 0 4 22 1 0 0 0 0 5 22 1 0 0 0 0 6 26 1 0 0 0 0 7 8 1 0 0 0 0 8 9 2 0 0 0 0 9 10 1 0 0 0 0 10 15 1 0 0 0 0 11 13 2 0 0 0 0 12 17 1 0 0 0 0 12 18 1 0 0 0 0 13 20 1 0 0 0 0 14 15 2 0 0 0 0 14 18 1 0 0 0 0 15 17 1 0 0 0 0 16 11 1 1 0 0 0 16 19 1 0 0 0 0 16 22 1 0 0 0 0 17 23 2 0 0 0 0 18 27 1 6 0 0 0 19 21 1 6 0 0 0 19 22 1 0 0 0 0 20 24 2 0 0 0 0 20 26 1 0 0 0 0 21 25 2 0 0 0 0 21 27 1 0 0 0 0 28 34 2 0 0 0 0 29 40 1 0 0 0 0 30 40 1 0 0 0 0 31 41 1 0 0 0 0 32 48 1 0 0 0 0 33 48 1 0 0 0 0 34 35 1 0 0 0 0 35 36 2 0 0 0 0 36 37 1 0 0 0 0 37 42 1 0 0 0 0 38 40 2 0 0 0 0 39 44 1 0 0 0 0 39 45 1 0 0 0 0 41 42 2 0 0 0 0 41 45 1 0 0 0 0 42 44 1 0 0 0 0 43 38 1 6 0 0 0 43 46 1 0 0 0 0 43 48 1 0 0 0 0 44 49 2 0 0 0 0 45 51 1 1 0 0 0 46 47 1 1 0 0 0 46 48 1 0 0 0 0 47 50 2 0 0 0 0 47 51 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	372.19
ALogP	3.4086
MLogP	3.33
XLogP	3.274
HDA	5
HBD	0
Rotatable Bonds	14
TPSA	69.67
RO5 Violation	0