NPASS drugs

Drug Information

Drug ID:	NPD6990
Drug Name:	Raloxifene
Molecular Formula:	C28H27NO4S
Canonical SMILES:	Oc1ccc2c(c1)sc(c2C(=O)c1ccc(cc1)OCCN1CCCCC1)c1ccc(cc1)O
Standard InCHI:	InChI=1S/C28H27NO4S/c30-21-8-4-20(5-9-21)28-26(24-13-10-22(31)18-25(24)34-28)27(32)19-6-11-23(12-7-19)33-17-16-29-14-2-1-3-15-29/h4-13,18,30-31H,1-3,14-17H2
Standard InCHIKey:	GZUITABIAKMVPG-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6990

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	203
0.1-0.2	1208
0.2-0.3	3669
0.3-0.4	9220
0.4-0.5	3586
0.5-0.6	9596
0.6-0.7	3403
0.7-0.8	4
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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	1.0	NPC149571
Intermediate Similarity	0.7165	NPC469437
Intermediate Similarity	0.7068	NPC309692
Intermediate Similarity	0.7037	NPC129578
Intermediate Similarity	0.7011	NPC62735
Remote Similarity	0.6989	NPC145990
Remote Similarity	0.6915	NPC83019
Remote Similarity	0.6902	NPC213608
Remote Similarity	0.6902	NPC1477
Remote Similarity	0.6897	NPC163029
Remote Similarity	0.6891	NPC329816
Remote Similarity	0.6882	NPC65504
Remote Similarity	0.6878	NPC38591
Remote Similarity	0.6866	NPC204580
Remote Similarity	0.6851	NPC17101
Remote Similarity	0.6851	NPC469539
Remote Similarity	0.6851	NPC469540
Remote Similarity	0.6851	NPC77903
Remote Similarity	0.685	NPC264938
Remote Similarity	0.6848	NPC5871
Remote Similarity	0.6836	NPC138438
Remote Similarity	0.6836	NPC908
Remote Similarity	0.6833	NPC230943
Remote Similarity	0.6828	NPC137100
Remote Similarity	0.6813	NPC135325
Remote Similarity	0.6811	NPC122365
Remote Similarity	0.6805	NPC305717
Remote Similarity	0.6788	NPC20395
Remote Similarity	0.6778	NPC302181
Remote Similarity	0.6776	NPC39929
Remote Similarity	0.6776	NPC296030
Remote Similarity	0.6776	NPC85059
Remote Similarity	0.6774	NPC134171
Remote Similarity	0.6774	NPC182555
Remote Similarity	0.6774	NPC66441
Remote Similarity	0.6774	NPC300668
Remote Similarity	0.6772	NPC35345
Remote Similarity	0.6758	NPC130581
Remote Similarity	0.6758	NPC12148
Remote Similarity	0.6755	NPC40583
Remote Similarity	0.6755	NPC472877
Remote Similarity	0.6754	NPC474591
Remote Similarity	0.6744	NPC245395
Remote Similarity	0.6742	NPC473499
Remote Similarity	0.674	NPC39045
Remote Similarity	0.674	NPC470135
Remote Similarity	0.674	NPC470136
Remote Similarity	0.6738	NPC309648
Remote Similarity	0.6736	NPC53252
Remote Similarity	0.6735	NPC473562
Remote Similarity	0.6722	NPC17760
Remote Similarity	0.6722	NPC53192
Remote Similarity	0.6722	NPC469978
Remote Similarity	0.6722	NPC202981
Remote Similarity	0.6721	NPC106328
Remote Similarity	0.6721	NPC35150
Remote Similarity	0.6721	NPC478189
Remote Similarity	0.6721	NPC122894
Remote Similarity	0.672	NPC121568
Remote Similarity	0.6718	NPC327005
Remote Similarity	0.6703	NPC300267
Remote Similarity	0.6703	NPC470134
Remote Similarity	0.6703	NPC51641
Remote Similarity	0.6703	NPC316960
Remote Similarity	0.6703	NPC470133
Remote Similarity	0.6703	NPC109183
Remote Similarity	0.6703	NPC210826
Remote Similarity	0.6703	NPC178484
Remote Similarity	0.6703	NPC473078
Remote Similarity	0.6703	NPC470131
Remote Similarity	0.6703	NPC78835
Remote Similarity	0.6703	NPC470132
Remote Similarity	0.6703	NPC204561
Remote Similarity	0.6703	NPC299011
Remote Similarity	0.6703	NPC317715
Remote Similarity	0.6703	NPC148945
Remote Similarity	0.6703	NPC309512
Remote Similarity	0.6703	NPC156244
Remote Similarity	0.6702	NPC159508
Remote Similarity	0.6685	NPC226644
Remote Similarity	0.6685	NPC221868
Remote Similarity	0.6685	NPC37208
Remote Similarity	0.6685	NPC37226
Remote Similarity	0.6685	NPC3642
Remote Similarity	0.6684	NPC201227
Remote Similarity	0.6684	NPC312273
Remote Similarity	0.6684	NPC258474
Remote Similarity	0.6684	NPC301256
Remote Similarity	0.6667	NPC67654
Remote Similarity	0.6667	NPC15815
Remote Similarity	0.6667	NPC105584
Remote Similarity	0.6667	NPC174086
Remote Similarity	0.6667	NPC207624
Remote Similarity	0.6667	NPC226287
Remote Similarity	0.6667	NPC51760
Remote Similarity	0.6649	NPC247677
Remote Similarity	0.6649	NPC477239
Remote Similarity	0.6649	NPC160015
Remote Similarity	0.6649	NPC61112
Remote Similarity	0.6649	NPC329992
Remote Similarity	0.6649	NPC32867
Remote Similarity	0.6649	NPC3448
Remote Similarity	0.6649	NPC69531
Remote Similarity	0.6649	NPC198489
Remote Similarity	0.6649	NPC473012
Remote Similarity	0.6649	NPC473011
Remote Similarity	0.6648	NPC261234
Remote Similarity	0.6648	NPC184649
Remote Similarity	0.6648	NPC316480
Remote Similarity	0.6648	NPC471473
Remote Similarity	0.6648	NPC311144
Remote Similarity	0.6648	NPC271288
Remote Similarity	0.6648	NPC471523
Remote Similarity	0.6648	NPC303185
Remote Similarity	0.6648	NPC471524
Remote Similarity	0.6632	NPC260296
Remote Similarity	0.6632	NPC195136
Remote Similarity	0.6632	NPC121647
Remote Similarity	0.6632	NPC115432
Remote Similarity	0.6632	NPC98023
Remote Similarity	0.6632	NPC226462
Remote Similarity	0.6631	NPC71061
Remote Similarity	0.6631	NPC72425
Remote Similarity	0.6631	NPC290830
Remote Similarity	0.6631	NPC133817
Remote Similarity	0.6631	NPC194593
Remote Similarity	0.6631	NPC476443
Remote Similarity	0.6631	NPC303485
Remote Similarity	0.663	NPC168085
Remote Similarity	0.663	NPC189908
Remote Similarity	0.663	NPC39195
Remote Similarity	0.663	NPC272194
Remote Similarity	0.6629	NPC275055
Remote Similarity	0.6629	NPC290291
Remote Similarity	0.6629	NPC473360
Remote Similarity	0.6628	NPC2596
Remote Similarity	0.6615	NPC473009
Remote Similarity	0.6615	NPC155640
Remote Similarity	0.6614	NPC257166
Remote Similarity	0.6614	NPC296957
Remote Similarity	0.6614	NPC271741
Remote Similarity	0.6614	NPC260902
Remote Similarity	0.6614	NPC158900
Remote Similarity	0.6614	NPC1796
Remote Similarity	0.6614	NPC287789
Remote Similarity	0.6614	NPC475184
Remote Similarity	0.6613	NPC111112
Remote Similarity	0.6613	NPC193976
Remote Similarity	0.6613	NPC115324
Remote Similarity	0.6613	NPC106372
Remote Similarity	0.6613	NPC67322
Remote Similarity	0.6613	NPC170169
Remote Similarity	0.6613	NPC222713
Remote Similarity	0.6613	NPC58668
Remote Similarity	0.6613	NPC23668
Remote Similarity	0.6613	NPC472580
Remote Similarity	0.6613	NPC138299
Remote Similarity	0.6612	NPC477955
Remote Similarity	0.6612	NPC214239
Remote Similarity	0.6612	NPC228779
Remote Similarity	0.6612	NPC153644
Remote Similarity	0.6611	NPC76445
Remote Similarity	0.6611	NPC6407
Remote Similarity	0.6611	NPC284550
Remote Similarity	0.6611	NPC188243
Remote Similarity	0.6611	NPC129853
Remote Similarity	0.6611	NPC110228
Remote Similarity	0.6598	NPC227683
Remote Similarity	0.6596	NPC186227
Remote Similarity	0.6596	NPC14606
Remote Similarity	0.6596	NPC148938
Remote Similarity	0.6596	NPC159707
Remote Similarity	0.6596	NPC150908
Remote Similarity	0.6596	NPC121649
Remote Similarity	0.6596	NPC248739
Remote Similarity	0.6596	NPC99199
Remote Similarity	0.6596	NPC215203
Remote Similarity	0.6596	NPC52611
Remote Similarity	0.6596	NPC265624
Remote Similarity	0.6596	NPC79375
Remote Similarity	0.6596	NPC158027
Remote Similarity	0.6596	NPC198490
Remote Similarity	0.6596	NPC205026
Remote Similarity	0.6596	NPC37253
Remote Similarity	0.6596	NPC100049
Remote Similarity	0.6595	NPC473016
Remote Similarity	0.6595	NPC317492
Remote Similarity	0.6595	NPC472837
Remote Similarity	0.6593	NPC164980
Remote Similarity	0.6593	NPC166138
Remote Similarity	0.6593	NPC39329
Remote Similarity	0.6593	NPC75049
Remote Similarity	0.6593	NPC18585
Remote Similarity	0.6593	NPC149026
Remote Similarity	0.6593	NPC221432
Remote Similarity	0.6593	NPC91560
Remote Similarity	0.6593	NPC150408
Remote Similarity	0.6593	NPC68104
Remote Similarity	0.6593	NPC169591
Remote Similarity	0.6593	NPC175504

Drug Structure

NPD6990 OpenBabel08211711352D 36 40 0 0 0 0 0 0 0 0999 V2000 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 1.3660 4.0388 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 -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 2.9563 0.4158 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 3.0981 3.0388 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 1.3660 3.0388 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 -3.1622 1.8781 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 3.0981 4.0388 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 0.5000 2.5388 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 -4.1132 2.1871 0.0000 O 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 -0.3660 3.0388 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 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -4.3212 3.1653 0.0000 H 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 2 1 0 0 0 0 1 3 1 0 0 0 0 2 14 1 0 0 0 0 3 15 1 0 0 0 0 4 8 1 0 0 0 0 4 20 2 0 0 0 0 5 9 2 0 0 0 0 5 20 1 0 0 0 0 6 11 1 0 0 0 0 6 19 2 0 0 0 0 7 12 2 0 0 0 0 7 19 1 0 0 0 0 8 21 2 0 0 0 0 9 21 1 0 0 0 0 10 13 2 0 0 0 0 10 22 1 0 0 0 0 11 23 2 0 0 0 0 12 23 1 0 0 0 0 13 24 1 0 0 0 0 14 29 1 0 0 0 0 15 29 1 0 0 0 0 16 17 1 0 0 0 0 16 29 1 0 0 0 0 17 33 1 0 0 0 0 18 22 2 0 0 0 0 18 25 1 0 0 0 0 19 27 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 33 1 0 0 0 0 24 25 2 0 0 0 0 24 26 1 0 0 0 0 25 34 1 0 0 0 0 26 27 1 0 0 0 0 26 28 2 0 0 0 0 27 32 2 0 0 0 0 28 34 1 0 0 0 0 30 35 1 0 0 0 0 31 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000792; DIB013176
DrugBank	DB00481
ChEMBL	CHEMBL81
IUPHAR/BPS	2820
PharmaGKB	PA451221
KEGG Drug
PubChem CID	5035
ChEBI	8772
CAS Number	84449-90-1

Drug Properties

Molecular Weight	473.17
ALogP	-1.5523
MLogP	3.88
XLogP	5.077
HDA	2
HBD	2
Rotatable Bonds	9
TPSA	98.24
RO5 Violation	1