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:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5209

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
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	126
0.1-0.2	682
0.2-0.3	3503
0.3-0.4	9721
0.4-0.5	8829
0.5-0.6	5343
0.6-0.7	2342
0.7-0.8	338
0.8-0.85	5
0.85-0.9	0
0.9-0.95	1
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.9474	NPC253749
Intermediate Similarity	0.8101	NPC287878
Intermediate Similarity	0.8	NPC117746
Intermediate Similarity	0.8	NPC15499
Intermediate Similarity	0.8	NPC259599
Intermediate Similarity	0.8	NPC294434
Intermediate Similarity	0.7976	NPC42470
Intermediate Similarity	0.7889	NPC284185
Intermediate Similarity	0.7841	NPC478144
Intermediate Similarity	0.7831	NPC128276
Intermediate Similarity	0.7831	NPC474005
Intermediate Similarity	0.7816	NPC33570
Intermediate Similarity	0.7816	NPC21471
Intermediate Similarity	0.7791	NPC16488
Intermediate Similarity	0.7778	NPC474758
Intermediate Similarity	0.7778	NPC253144
Intermediate Similarity	0.7765	NPC275507
Intermediate Similarity	0.7722	NPC473603
Intermediate Similarity	0.7722	NPC476059
Intermediate Similarity	0.7711	NPC57744
Intermediate Similarity	0.7692	NPC123177
Intermediate Similarity	0.7692	NPC74103
Intermediate Similarity	0.7692	NPC70595
Intermediate Similarity	0.7692	NPC150978
Intermediate Similarity	0.7674	NPC85772
Intermediate Similarity	0.764	NPC478145
Intermediate Similarity	0.7634	NPC209355
Intermediate Similarity	0.7625	NPC469660
Intermediate Similarity	0.7614	NPC96621
Intermediate Similarity	0.7614	NPC155873
Intermediate Similarity	0.76	NPC47951
Intermediate Similarity	0.7595	NPC470256
Intermediate Similarity	0.7586	NPC475989
Intermediate Similarity	0.7561	NPC476355
Intermediate Similarity	0.7558	NPC471325
Intermediate Similarity	0.7556	NPC471956
Intermediate Similarity	0.7531	NPC67076
Intermediate Similarity	0.7531	NPC319163
Intermediate Similarity	0.7529	NPC469690
Intermediate Similarity	0.7529	NPC264227
Intermediate Similarity	0.7529	NPC472965
Intermediate Similarity	0.7529	NPC178277
Intermediate Similarity	0.7529	NPC469620
Intermediate Similarity	0.7529	NPC63649
Intermediate Similarity	0.7528	NPC474045
Intermediate Similarity	0.7528	NPC315395
Intermediate Similarity	0.7528	NPC261253
Intermediate Similarity	0.7528	NPC316426
Intermediate Similarity	0.7527	NPC53685
Intermediate Similarity	0.7527	NPC167219
Intermediate Similarity	0.7527	NPC148463
Intermediate Similarity	0.75	NPC475100
Intermediate Similarity	0.75	NPC473825
Intermediate Similarity	0.75	NPC149869
Intermediate Similarity	0.75	NPC472705
Intermediate Similarity	0.75	NPC38569
Intermediate Similarity	0.75	NPC470693
Intermediate Similarity	0.75	NPC163615
Intermediate Similarity	0.7474	NPC2049
Intermediate Similarity	0.7473	NPC78008
Intermediate Similarity	0.7471	NPC26624
Intermediate Similarity	0.7471	NPC94200
Intermediate Similarity	0.7471	NPC35556
Intermediate Similarity	0.747	NPC469414
Intermediate Similarity	0.747	NPC329852
Intermediate Similarity	0.747	NPC260396
Intermediate Similarity	0.747	NPC329826
Intermediate Similarity	0.7468	NPC194871
Intermediate Similarity	0.7447	NPC474490
Intermediate Similarity	0.7444	NPC72513
Intermediate Similarity	0.7442	NPC223904
Intermediate Similarity	0.7442	NPC268827
Intermediate Similarity	0.7442	NPC474510
Intermediate Similarity	0.7439	NPC238948
Intermediate Similarity	0.7439	NPC276336
Intermediate Similarity	0.7439	NPC12815
Intermediate Similarity	0.7439	NPC215745
Intermediate Similarity	0.7436	NPC470688
Intermediate Similarity	0.7416	NPC125290
Intermediate Similarity	0.7416	NPC161957
Intermediate Similarity	0.7416	NPC261380
Intermediate Similarity	0.7416	NPC189311
Intermediate Similarity	0.7412	NPC471220
Intermediate Similarity	0.7407	NPC318766
Intermediate Similarity	0.7396	NPC54843
Intermediate Similarity	0.7396	NPC141191
Intermediate Similarity	0.7391	NPC145666
Intermediate Similarity	0.7391	NPC51486
Intermediate Similarity	0.7391	NPC469372
Intermediate Similarity	0.7386	NPC118423
Intermediate Similarity	0.7386	NPC161045
Intermediate Similarity	0.7386	NPC318468
Intermediate Similarity	0.7386	NPC193198
Intermediate Similarity	0.7386	NPC475947
Intermediate Similarity	0.7386	NPC215294
Intermediate Similarity	0.7386	NPC170377
Intermediate Similarity	0.7381	NPC266159
Intermediate Similarity	0.7381	NPC27205
Intermediate Similarity	0.7381	NPC123360
Intermediate Similarity	0.7381	NPC472967
Intermediate Similarity	0.7379	NPC138757
Intermediate Similarity	0.7379	NPC123855
Intermediate Similarity	0.7379	NPC76550
Intermediate Similarity	0.7375	NPC276290
Intermediate Similarity	0.7375	NPC218477
Intermediate Similarity	0.7368	NPC185553
Intermediate Similarity	0.7363	NPC475902
Intermediate Similarity	0.7349	NPC140287
Intermediate Similarity	0.7342	NPC248125
Intermediate Similarity	0.734	NPC38830
Intermediate Similarity	0.734	NPC477130
Intermediate Similarity	0.734	NPC477129
Intermediate Similarity	0.7333	NPC279859
Intermediate Similarity	0.7333	NPC107787
Intermediate Similarity	0.7333	NPC38576
Intermediate Similarity	0.7333	NPC70555
Intermediate Similarity	0.7333	NPC104961
Intermediate Similarity	0.7333	NPC234038
Intermediate Similarity	0.7333	NPC261721
Intermediate Similarity	0.7333	NPC168248
Intermediate Similarity	0.7333	NPC70422
Intermediate Similarity	0.7326	NPC471299
Intermediate Similarity	0.7326	NPC270126
Intermediate Similarity	0.7317	NPC257618
Intermediate Similarity	0.7317	NPC163003
Intermediate Similarity	0.7312	NPC300312
Intermediate Similarity	0.7312	NPC221282
Intermediate Similarity	0.7312	NPC111114
Intermediate Similarity	0.7312	NPC261607
Intermediate Similarity	0.7312	NPC290651
Intermediate Similarity	0.7308	NPC106395
Intermediate Similarity	0.7308	NPC46269
Intermediate Similarity	0.7303	NPC474359
Intermediate Similarity	0.7292	NPC169205
Intermediate Similarity	0.7292	NPC47834
Intermediate Similarity	0.7284	NPC236208
Intermediate Similarity	0.7284	NPC265574
Intermediate Similarity	0.7284	NPC476591
Intermediate Similarity	0.7284	NPC88877
Intermediate Similarity	0.7283	NPC106040
Intermediate Similarity	0.7283	NPC474844
Intermediate Similarity	0.7283	NPC284561
Intermediate Similarity	0.7283	NPC115179
Intermediate Similarity	0.7273	NPC200513
Intermediate Similarity	0.7273	NPC475690
Intermediate Similarity	0.7273	NPC173609
Intermediate Similarity	0.7273	NPC268122
Intermediate Similarity	0.7263	NPC48803
Intermediate Similarity	0.7263	NPC193645
Intermediate Similarity	0.7263	NPC275960
Intermediate Similarity	0.7263	NPC90121
Intermediate Similarity	0.7263	NPC33473
Intermediate Similarity	0.7262	NPC68624
Intermediate Similarity	0.7262	NPC244166
Intermediate Similarity	0.7253	NPC45957
Intermediate Similarity	0.7253	NPC471657
Intermediate Similarity	0.7253	NPC125925
Intermediate Similarity	0.7253	NPC473248
Intermediate Similarity	0.725	NPC21998
Intermediate Similarity	0.725	NPC472266
Intermediate Similarity	0.7238	NPC67290
Intermediate Similarity	0.7238	NPC138303
Intermediate Similarity	0.7238	NPC133677
Intermediate Similarity	0.7229	NPC474705
Intermediate Similarity	0.7222	NPC78089
Intermediate Similarity	0.7222	NPC11804
Intermediate Similarity	0.7222	NPC177932
Intermediate Similarity	0.7209	NPC108816
Intermediate Similarity	0.7209	NPC93763
Intermediate Similarity	0.7209	NPC192006
Intermediate Similarity	0.7209	NPC299235
Intermediate Similarity	0.7209	NPC182292
Intermediate Similarity	0.7209	NPC184737
Intermediate Similarity	0.7204	NPC473455
Intermediate Similarity	0.7204	NPC8062
Intermediate Similarity	0.7204	NPC51653
Intermediate Similarity	0.7204	NPC469368
Intermediate Similarity	0.7204	NPC469595
Intermediate Similarity	0.7204	NPC212679
Intermediate Similarity	0.7204	NPC220454
Intermediate Similarity	0.7204	NPC471818
Intermediate Similarity	0.72	NPC309190
Intermediate Similarity	0.7191	NPC474790
Intermediate Similarity	0.7191	NPC39588
Intermediate Similarity	0.7191	NPC474976
Intermediate Similarity	0.7191	NPC53867
Intermediate Similarity	0.7188	NPC9812
Intermediate Similarity	0.7188	NPC473291
Intermediate Similarity	0.7179	NPC210303
Intermediate Similarity	0.7179	NPC155849
Intermediate Similarity	0.7179	NPC44343
Intermediate Similarity	0.7179	NPC179087
Intermediate Similarity	0.7176	NPC473223
Intermediate Similarity	0.7176	NPC4509
Intermediate Similarity	0.7176	NPC51391
Intermediate Similarity	0.7176	NPC4492
Intermediate Similarity	0.7176	NPC40353
Intermediate Similarity	0.7174	NPC153570
Intermediate Similarity	0.7174	NPC475906
Intermediate Similarity	0.7174	NPC469653

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
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