NPASS drugs

Drug Information

Drug ID:	NPD4418
Drug Name:	zindoxifene
Molecular Formula:	C21H21NO4
Canonical SMILES:	CCn1c(c2ccc(cc2)OC(=O)C)c(c2c1ccc(c2)OC(=O)C)C
Standard InCHI:	InChI=1S/C21H21NO4/c1-5-22-20-11-10-18(26-15(4)24)12-19(20)13(2)21(22)16-6-8-17(9-7-16)25-14(3)23/h6-12H,5H2,1-4H3
Standard InCHIKey:	KSZGVNZSUJHOJA-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4418

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	311
0.1-0.2	1783
0.2-0.3	9461
0.3-0.4	3054
0.4-0.5	10878
0.5-0.6	3540
0.6-0.7	1475
0.7-0.8	368
0.8-0.85	20
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	0.8367	NPC472098
Intermediate Similarity	0.8251	NPC176127
Intermediate Similarity	0.8245	NPC475190
Intermediate Similarity	0.8238	NPC162484
Intermediate Similarity	0.8154	NPC472111
Intermediate Similarity	0.8138	NPC92111
Intermediate Similarity	0.8105	NPC131017
Intermediate Similarity	0.8085	NPC76748
Intermediate Similarity	0.8079	NPC472099
Intermediate Similarity	0.8071	NPC82548
Intermediate Similarity	0.8053	NPC307963
Intermediate Similarity	0.8032	NPC296527
Intermediate Similarity	0.8031	NPC4071
Intermediate Similarity	0.8031	NPC476578
Intermediate Similarity	0.8031	NPC476582
Intermediate Similarity	0.803	NPC201697
Intermediate Similarity	0.8022	NPC312872
Intermediate Similarity	0.802	NPC313189
Intermediate Similarity	0.8	NPC133140
Intermediate Similarity	0.8	NPC195268
Intermediate Similarity	0.799	NPC329793
Intermediate Similarity	0.799	NPC234197
Intermediate Similarity	0.799	NPC471304
Intermediate Similarity	0.799	NPC11017
Intermediate Similarity	0.799	NPC477019
Intermediate Similarity	0.798	NPC96321
Intermediate Similarity	0.7979	NPC72211
Intermediate Similarity	0.797	NPC300156
Intermediate Similarity	0.7969	NPC70259
Intermediate Similarity	0.7969	NPC251090
Intermediate Similarity	0.796	NPC266931
Intermediate Similarity	0.796	NPC476287
Intermediate Similarity	0.7959	NPC475774
Intermediate Similarity	0.7959	NPC223427
Intermediate Similarity	0.7926	NPC204385
Intermediate Similarity	0.7919	NPC476581
Intermediate Similarity	0.7919	NPC16452
Intermediate Similarity	0.7919	NPC36229
Intermediate Similarity	0.7917	NPC43787
Intermediate Similarity	0.7917	NPC205934
Intermediate Similarity	0.7914	NPC84478
Intermediate Similarity	0.791	NPC53069
Intermediate Similarity	0.791	NPC202768
Intermediate Similarity	0.791	NPC48353
Intermediate Similarity	0.791	NPC296482
Intermediate Similarity	0.7908	NPC295898
Intermediate Similarity	0.7905	NPC476999
Intermediate Similarity	0.7903	NPC206201
Intermediate Similarity	0.7897	NPC176538
Intermediate Similarity	0.7889	NPC470931
Intermediate Similarity	0.7864	NPC280799
Intermediate Similarity	0.7839	NPC193777
Intermediate Similarity	0.7839	NPC135549
Intermediate Similarity	0.7822	NPC94157
Intermediate Similarity	0.7822	NPC264176
Intermediate Similarity	0.7817	NPC199277
Intermediate Similarity	0.7817	NPC475112
Intermediate Similarity	0.7817	NPC135887
Intermediate Similarity	0.7817	NPC291535
Intermediate Similarity	0.7817	NPC475085
Intermediate Similarity	0.7816	NPC477533
Intermediate Similarity	0.7812	NPC99666
Intermediate Similarity	0.7811	NPC290689
Intermediate Similarity	0.7809	NPC26850
Intermediate Similarity	0.7806	NPC329747
Intermediate Similarity	0.7789	NPC474145
Intermediate Similarity	0.7789	NPC475841
Intermediate Similarity	0.7789	NPC66083
Intermediate Similarity	0.7783	NPC149471
Intermediate Similarity	0.7783	NPC271215
Intermediate Similarity	0.7772	NPC208284
Intermediate Similarity	0.7766	NPC470586
Intermediate Similarity	0.7766	NPC31930
Intermediate Similarity	0.7766	NPC267423
Intermediate Similarity	0.7761	NPC174758
Intermediate Similarity	0.7761	NPC469589
Intermediate Similarity	0.7744	NPC70956
Intermediate Similarity	0.7744	NPC243834
Intermediate Similarity	0.774	NPC26872
Intermediate Similarity	0.7739	NPC285558
Intermediate Similarity	0.7734	NPC171409
Intermediate Similarity	0.7734	NPC96405
Intermediate Similarity	0.7718	NPC473041
Intermediate Similarity	0.77	NPC45190
Intermediate Similarity	0.7677	NPC476044
Intermediate Similarity	0.7662	NPC4687
Intermediate Similarity	0.7656	NPC242928
Intermediate Similarity	0.7656	NPC280272
Intermediate Similarity	0.7653	NPC156704
Intermediate Similarity	0.7653	NPC475253
Intermediate Similarity	0.765	NPC470930
Intermediate Similarity	0.7647	NPC112206
Intermediate Similarity	0.7647	NPC283152
Intermediate Similarity	0.7647	NPC202605
Intermediate Similarity	0.7642	NPC311906
Intermediate Similarity	0.7639	NPC476995
Intermediate Similarity	0.7635	NPC188420
Intermediate Similarity	0.7633	NPC100079
Intermediate Similarity	0.7633	NPC23614
Intermediate Similarity	0.7621	NPC148183
Intermediate Similarity	0.7621	NPC152768
Intermediate Similarity	0.7619	NPC474798
Intermediate Similarity	0.7617	NPC475720
Intermediate Similarity	0.7617	NPC474192
Intermediate Similarity	0.7612	NPC476106
Intermediate Similarity	0.761	NPC478074
Intermediate Similarity	0.7606	NPC88363
Intermediate Similarity	0.759	NPC279401
Intermediate Similarity	0.759	NPC79293
Intermediate Similarity	0.7588	NPC232727
Intermediate Similarity	0.7586	NPC174672
Intermediate Similarity	0.7576	NPC287437
Intermediate Similarity	0.7574	NPC53344
Intermediate Similarity	0.7574	NPC193238
Intermediate Similarity	0.7561	NPC251160
Intermediate Similarity	0.7561	NPC316981
Intermediate Similarity	0.756	NPC132642
Intermediate Similarity	0.7552	NPC171171
Intermediate Similarity	0.7551	NPC276517
Intermediate Similarity	0.7549	NPC470020
Intermediate Similarity	0.7541	NPC118511
Intermediate Similarity	0.7537	NPC476465
Intermediate Similarity	0.7537	NPC475910
Intermediate Similarity	0.7536	NPC274982
Intermediate Similarity	0.7536	NPC170114
Intermediate Similarity	0.7524	NPC60621
Intermediate Similarity	0.7512	NPC46451
Intermediate Similarity	0.7512	NPC473185
Intermediate Similarity	0.7512	NPC87413
Intermediate Similarity	0.75	NPC169402
Intermediate Similarity	0.75	NPC288943
Intermediate Similarity	0.75	NPC21638
Intermediate Similarity	0.75	NPC209769
Intermediate Similarity	0.75	NPC314002
Intermediate Similarity	0.7488	NPC144452
Intermediate Similarity	0.7488	NPC470549
Intermediate Similarity	0.7488	NPC321428
Intermediate Similarity	0.7488	NPC235076
Intermediate Similarity	0.7487	NPC128823
Intermediate Similarity	0.7486	NPC177404
Intermediate Similarity	0.7477	NPC252251
Intermediate Similarity	0.7477	NPC476997
Intermediate Similarity	0.7475	NPC264166
Intermediate Similarity	0.7475	NPC274291
Intermediate Similarity	0.7475	NPC47059
Intermediate Similarity	0.7475	NPC118832
Intermediate Similarity	0.7475	NPC153042
Intermediate Similarity	0.7475	NPC329708
Intermediate Similarity	0.7475	NPC165349
Intermediate Similarity	0.7474	NPC128751
Intermediate Similarity	0.7474	NPC246700
Intermediate Similarity	0.7464	NPC46561
Intermediate Similarity	0.7463	NPC123976
Intermediate Similarity	0.7463	NPC211813
Intermediate Similarity	0.7463	NPC11464
Intermediate Similarity	0.7463	NPC167860
Intermediate Similarity	0.746	NPC211997
Intermediate Similarity	0.7452	NPC469928
Intermediate Similarity	0.745	NPC315957
Intermediate Similarity	0.745	NPC213308
Intermediate Similarity	0.7448	NPC204717
Intermediate Similarity	0.7448	NPC62069
Intermediate Similarity	0.7442	NPC476998
Intermediate Similarity	0.7442	NPC476996
Intermediate Similarity	0.7442	NPC209174
Intermediate Similarity	0.744	NPC469592
Intermediate Similarity	0.744	NPC74562
Intermediate Similarity	0.744	NPC471080
Intermediate Similarity	0.744	NPC316181
Intermediate Similarity	0.744	NPC236668
Intermediate Similarity	0.744	NPC151781
Intermediate Similarity	0.744	NPC39500
Intermediate Similarity	0.7438	NPC470164
Intermediate Similarity	0.7438	NPC323345
Intermediate Similarity	0.7436	NPC469497
Intermediate Similarity	0.7436	NPC106833
Intermediate Similarity	0.743	NPC157931
Intermediate Similarity	0.7426	NPC476138
Intermediate Similarity	0.7426	NPC476098
Intermediate Similarity	0.7426	NPC245816
Intermediate Similarity	0.7424	NPC13880
Intermediate Similarity	0.7421	NPC473540
Intermediate Similarity	0.7416	NPC305984
Intermediate Similarity	0.7409	NPC475816
Intermediate Similarity	0.7407	NPC134586
Intermediate Similarity	0.7407	NPC477531
Intermediate Similarity	0.7404	NPC146976
Intermediate Similarity	0.7404	NPC116238
Intermediate Similarity	0.7402	NPC249583
Intermediate Similarity	0.74	NPC280714
Intermediate Similarity	0.7396	NPC220765
Intermediate Similarity	0.7395	NPC476994
Intermediate Similarity	0.7395	NPC274640
Intermediate Similarity	0.7393	NPC128115
Intermediate Similarity	0.7389	NPC475070
Intermediate Similarity	0.7387	NPC77555
Intermediate Similarity	0.7387	NPC267928
Intermediate Similarity	0.7385	NPC253675
Intermediate Similarity	0.7381	NPC204446
Intermediate Similarity	0.7381	NPC469594

Drug Structure

NPD4418 OpenBabel08211705262D 26 28 0 0 0 0 0 0 0 0999 V2000 -1.2872 -1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0878 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 0.3090 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 -2.0878 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0878 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5878 -0.9230 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 1.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5878 0.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 1.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 13 1 0 0 0 0 3 14 1 0 0 0 0 4 15 1 0 0 0 0 5 22 1 0 0 0 0 6 8 1 0 0 0 0 6 16 2 0 0 0 0 7 9 2 0 0 0 0 7 16 1 0 0 0 0 8 17 2 0 0 0 0 9 17 1 0 0 0 0 10 11 2 0 0 0 0 10 18 1 0 0 0 0 11 20 1 0 0 0 0 12 18 2 0 0 0 0 12 19 1 0 0 0 0 13 19 1 0 0 0 0 13 21 2 0 0 0 0 14 23 2 0 0 0 0 14 25 1 0 0 0 0 15 24 2 0 0 0 0 15 26 1 0 0 0 0 16 21 1 0 0 0 0 17 25 1 0 0 0 0 18 26 1 0 0 0 0 19 20 2 0 0 0 0 20 22 1 0 0 0 0 21 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005864
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	351.15
ALogP	0.8455
MLogP	3.22
XLogP	4.916
HDA	3
HBD	0
Rotatable Bonds	10
TPSA	57.53
RO5 Violation	0