NPASS drugs

Drug Information

Drug ID:	NPD7016
Drug Name:	Arzoxifene
Molecular Formula:	C28H29NO4S
Canonical SMILES:	COc1ccc(cc1)c1sc2c(c1Oc1ccc(cc1)OCCN1CCCCC1)ccc(c2)O
Standard InCHI:	InChI=1S/C28H29NO4S/c1-31-22-8-5-20(6-9-22)28-27(25-14-7-21(30)19-26(25)34-28)33-24-12-10-23(11-13-24)32-18-17-29-15-3-2-4-16-29/h5-14,19,30H,2-4,15-18H2,1H3
Standard InCHIKey:	MCGDSOGUHLTADD-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7016

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	200
0.1-0.2	1249
0.2-0.3	5221
0.3-0.4	8369
0.4-0.5	4780
0.5-0.6	9659
0.6-0.7	1411
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
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
Intermediate Similarity	0.8497	NPC149571
Remote Similarity	0.6937	NPC255253
Remote Similarity	0.6832	NPC307020
Remote Similarity	0.68	NPC470935
Remote Similarity	0.68	NPC471032
Remote Similarity	0.6793	NPC150879
Remote Similarity	0.6782	NPC245974
Remote Similarity	0.6763	NPC247298
Remote Similarity	0.6758	NPC94292
Remote Similarity	0.6757	NPC130921
Remote Similarity	0.6743	NPC115144
Remote Similarity	0.6743	NPC277857
Remote Similarity	0.6728	NPC211218
Remote Similarity	0.6687	NPC95733
Remote Similarity	0.6687	NPC62101
Remote Similarity	0.6685	NPC134858
Remote Similarity	0.6685	NPC169743
Remote Similarity	0.6667	NPC150670
Remote Similarity	0.6667	NPC80759
Remote Similarity	0.6667	NPC79402
Remote Similarity	0.6648	NPC26601
Remote Similarity	0.6646	NPC133407
Remote Similarity	0.6646	NPC28476
Remote Similarity	0.6646	NPC29477
Remote Similarity	0.663	NPC233650
Remote Similarity	0.6628	NPC189724
Remote Similarity	0.6628	NPC83289
Remote Similarity	0.6628	NPC212850
Remote Similarity	0.6627	NPC39064
Remote Similarity	0.6627	NPC47283
Remote Similarity	0.6626	NPC76465
Remote Similarity	0.6626	NPC38761
Remote Similarity	0.6613	NPC210140
Remote Similarity	0.6612	NPC205255
Remote Similarity	0.6612	NPC235143
Remote Similarity	0.6612	NPC230956
Remote Similarity	0.6612	NPC119649
Remote Similarity	0.6612	NPC271388
Remote Similarity	0.6609	NPC178466
Remote Similarity	0.6609	NPC63628
Remote Similarity	0.6608	NPC141717
Remote Similarity	0.6608	NPC193528
Remote Similarity	0.6607	NPC17343
Remote Similarity	0.6607	NPC236014
Remote Similarity	0.6607	NPC12875
Remote Similarity	0.6607	NPC206224
Remote Similarity	0.6607	NPC268917
Remote Similarity	0.6607	NPC196765
Remote Similarity	0.6607	NPC476166
Remote Similarity	0.6607	NPC280653
Remote Similarity	0.6607	NPC207892
Remote Similarity	0.6607	NPC162801
Remote Similarity	0.6607	NPC300875
Remote Similarity	0.6607	NPC164574
Remote Similarity	0.6607	NPC129106
Remote Similarity	0.6607	NPC129784
Remote Similarity	0.6607	NPC118114
Remote Similarity	0.6607	NPC150011
Remote Similarity	0.6607	NPC228369
Remote Similarity	0.6606	NPC283049
Remote Similarity	0.6606	NPC230479
Remote Similarity	0.6606	NPC50315
Remote Similarity	0.6606	NPC26879
Remote Similarity	0.6588	NPC223008
Remote Similarity	0.6588	NPC198154
Remote Similarity	0.6588	NPC115335
Remote Similarity	0.6588	NPC476615
Remote Similarity	0.6588	NPC476617
Remote Similarity	0.6588	NPC476616
Remote Similarity	0.6588	NPC97834
Remote Similarity	0.6588	NPC296915
Remote Similarity	0.6588	NPC184269
Remote Similarity	0.6588	NPC225696
Remote Similarity	0.6584	NPC321133
Remote Similarity	0.6584	NPC263835
Remote Similarity	0.6576	NPC60186
Remote Similarity	0.6568	NPC13005
Remote Similarity	0.6564	NPC36016
Remote Similarity	0.6564	NPC150026
Remote Similarity	0.6564	NPC100099
Remote Similarity	0.6559	NPC90984
Remote Similarity	0.6559	NPC124657
Remote Similarity	0.6557	NPC221864
Remote Similarity	0.6556	NPC203424
Remote Similarity	0.6556	NPC206372
Remote Similarity	0.6552	NPC470372
Remote Similarity	0.655	NPC11727
Remote Similarity	0.655	NPC125579
Remote Similarity	0.655	NPC15109
Remote Similarity	0.6548	NPC27187
Remote Similarity	0.6548	NPC470225
Remote Similarity	0.6545	NPC81641
Remote Similarity	0.6545	NPC285040
Remote Similarity	0.6545	NPC17809
Remote Similarity	0.6545	NPC103420
Remote Similarity	0.6545	NPC102540
Remote Similarity	0.6545	NPC188022
Remote Similarity	0.6534	NPC313414
Remote Similarity	0.6532	NPC260842
Remote Similarity	0.6529	NPC215037
Remote Similarity	0.6529	NPC85435
Remote Similarity	0.6527	NPC53986
Remote Similarity	0.6527	NPC274717
Remote Similarity	0.6527	NPC38664
Remote Similarity	0.6527	NPC222572
Remote Similarity	0.6527	NPC87224
Remote Similarity	0.6522	NPC46067
Remote Similarity	0.6519	NPC475557
Remote Similarity	0.6513	NPC116465
Remote Similarity	0.6513	NPC212237
Remote Similarity	0.6512	NPC77861
Remote Similarity	0.6512	NPC471522
Remote Similarity	0.6512	NPC20829
Remote Similarity	0.6512	NPC18189
Remote Similarity	0.6512	NPC262585
Remote Similarity	0.6509	NPC293203
Remote Similarity	0.6509	NPC68205
Remote Similarity	0.6509	NPC181497
Remote Similarity	0.6509	NPC271945
Remote Similarity	0.6509	NPC118683
Remote Similarity	0.6509	NPC244888
Remote Similarity	0.6509	NPC164804
Remote Similarity	0.6509	NPC211413
Remote Similarity	0.6508	NPC177023
Remote Similarity	0.6506	NPC471215
Remote Similarity	0.6506	NPC276212
Remote Similarity	0.6506	NPC262573
Remote Similarity	0.6506	NPC218323
Remote Similarity	0.6503	NPC54972
Remote Similarity	0.6495	NPC156576
Remote Similarity	0.6494	NPC213607
Remote Similarity	0.6494	NPC55793
Remote Similarity	0.6494	NPC182509
Remote Similarity	0.6494	NPC174787
Remote Similarity	0.6494	NPC27495
Remote Similarity	0.6491	NPC124085
Remote Similarity	0.6491	NPC117048
Remote Similarity	0.6488	NPC134360
Remote Similarity	0.6488	NPC93962
Remote Similarity	0.6486	NPC179250
Remote Similarity	0.6486	NPC50380
Remote Similarity	0.6485	NPC246648
Remote Similarity	0.6485	NPC106914
Remote Similarity	0.6485	NPC197351
Remote Similarity	0.6485	NPC134195
Remote Similarity	0.6485	NPC86502
Remote Similarity	0.6474	NPC470308
Remote Similarity	0.6474	NPC152680
Remote Similarity	0.6474	NPC190783
Remote Similarity	0.6474	NPC95977
Remote Similarity	0.6474	NPC2314
Remote Similarity	0.6474	NPC299583
Remote Similarity	0.6474	NPC470307
Remote Similarity	0.6474	NPC232386
Remote Similarity	0.6471	NPC250846
Remote Similarity	0.6471	NPC329717
Remote Similarity	0.6471	NPC317272
Remote Similarity	0.6471	NPC256012
Remote Similarity	0.6471	NPC195392
Remote Similarity	0.6471	NPC42549
Remote Similarity	0.6471	NPC240841
Remote Similarity	0.6471	NPC268503
Remote Similarity	0.6467	NPC149796
Remote Similarity	0.6467	NPC92191
Remote Similarity	0.6467	NPC186595
Remote Similarity	0.6467	NPC59028
Remote Similarity	0.6462	NPC95426
Remote Similarity	0.6462	NPC302245
Remote Similarity	0.6462	NPC16357
Remote Similarity	0.6458	NPC329816
Remote Similarity	0.6453	NPC93783
Remote Similarity	0.6453	NPC195022
Remote Similarity	0.6452	NPC1229
Remote Similarity	0.6452	NPC218614
Remote Similarity	0.6448	NPC186063
Remote Similarity	0.6448	NPC131440
Remote Similarity	0.6443	NPC248642
Remote Similarity	0.6442	NPC318357
Remote Similarity	0.6441	NPC189908
Remote Similarity	0.6437	NPC475836
Remote Similarity	0.6436	NPC81218
Remote Similarity	0.6436	NPC252960
Remote Similarity	0.6436	NPC474931
Remote Similarity	0.6436	NPC205421
Remote Similarity	0.6436	NPC12053
Remote Similarity	0.6436	NPC145832
Remote Similarity	0.6436	NPC306555
Remote Similarity	0.6436	NPC158376
Remote Similarity	0.6436	NPC117188
Remote Similarity	0.6433	NPC77196
Remote Similarity	0.6433	NPC92805
Remote Similarity	0.6429	NPC471064
Remote Similarity	0.6429	NPC65312
Remote Similarity	0.6429	NPC139783
Remote Similarity	0.642	NPC107161
Remote Similarity	0.642	NPC43275
Remote Similarity	0.6416	NPC3049
Remote Similarity	0.6416	NPC173660
Remote Similarity	0.6412	NPC103799
Remote Similarity	0.6407	NPC304630

Drug Structure

NPD7016 OpenBabel08211711352D 35 39 0 0 0 0 0 0 0 0999 V2000 4.3212 -3.1653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4282 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5622 -1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4282 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0032 -0.5909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4680 -2.2382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9563 -0.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9543 -0.9000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4190 -2.5472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0981 -3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 -4.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 -4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2872 -1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6962 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5622 -3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8301 -3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8301 -4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2601 -1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6473 0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1622 -1.8781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0981 -4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 -3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6962 -2.5388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3164 1.2784 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1132 -2.1871 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9641 -4.5388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -2.5388 0.0000 O 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 -3.0074 2.2294 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 31 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 15 1 0 0 0 0 4 16 1 0 0 0 0 5 8 1 0 0 0 0 5 20 2 0 0 0 0 6 9 2 0 0 0 0 6 20 1 0 0 0 0 7 14 2 0 0 0 0 7 21 1 0 0 0 0 8 22 2 0 0 0 0 9 22 1 0 0 0 0 10 12 1 0 0 0 0 10 23 2 0 0 0 0 11 13 2 0 0 0 0 11 23 1 0 0 0 0 12 24 2 0 0 0 0 13 24 1 0 0 0 0 14 25 1 0 0 0 0 15 29 1 0 0 0 0 16 29 1 0 0 0 0 17 18 1 0 0 0 0 17 29 1 0 0 0 0 18 32 1 0 0 0 0 19 21 2 0 0 0 0 19 26 1 0 0 0 0 20 28 1 0 0 0 0 21 30 1 0 0 0 0 22 31 1 0 0 0 0 23 32 1 0 0 0 0 24 33 1 0 0 0 0 25 26 2 0 0 0 0 25 27 1 0 0 0 0 26 34 1 0 0 0 0 27 28 2 0 0 0 0 27 33 1 0 0 0 0 28 34 1 0 0 0 0 30 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC007422
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	179337
ChEBI
CAS Number

Drug Properties

Molecular Weight	475.18
ALogP	-1.0341
MLogP	3.88
XLogP	5.869
HDA	1
HBD	1
Rotatable Bonds	10
TPSA	79.4
RO5 Violation	1