NPASS drugs

Drug Information

Drug ID:	NPD5714
Drug Name:	Estramustine Phosphate
Molecular Formula:	C23H32Cl2NO6P
Canonical SMILES:	ClCCN(C(=O)Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2OP(=O)(O)O)C)CCCl
Standard InCHI:	InChI=1S/C23H32Cl2NO6P/c1-23-9-8-18-17-5-3-16(31-22(27)26(12-10-24)13-11-25)14-15(17)2-4-19(18)20(23)6-7-21(23)32-33(28,29)30/h3,5,14,18-21H,2,4,6-13H2,1H3,(H2,28,29,30)/t18-,19-,20+,21+,23+/m1/s1
Standard InCHIKey:	ADFOJJHRTBFFOF-RBRWEJTLSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5714

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	158
0.1-0.2	1259
0.2-0.3	2382
0.3-0.4	8193
0.4-0.5	6746
0.5-0.6	10600
0.6-0.7	1545
0.7-0.8	7
0.8-0.85	0
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	0.7329	NPC33900
Intermediate Similarity	0.7197	NPC325568
Intermediate Similarity	0.7089	NPC321502
Intermediate Similarity	0.707	NPC249425
Intermediate Similarity	0.7052	NPC471396
Intermediate Similarity	0.7	NPC164649
Intermediate Similarity	0.7	NPC48342
Remote Similarity	0.6993	NPC152946
Remote Similarity	0.6886	NPC19862
Remote Similarity	0.6886	NPC271607
Remote Similarity	0.6886	NPC235195
Remote Similarity	0.6886	NPC280717
Remote Similarity	0.6875	NPC85595
Remote Similarity	0.6867	NPC312105
Remote Similarity	0.6864	NPC95990
Remote Similarity	0.6863	NPC328504
Remote Similarity	0.6859	NPC4286
Remote Similarity	0.6859	NPC76119
Remote Similarity	0.6839	NPC255253
Remote Similarity	0.6818	NPC142198
Remote Similarity	0.6818	NPC77569
Remote Similarity	0.6816	NPC476751
Remote Similarity	0.6813	NPC474200
Remote Similarity	0.6797	NPC260832
Remote Similarity	0.6797	NPC321133
Remote Similarity	0.6797	NPC135467
Remote Similarity	0.6792	NPC288290
Remote Similarity	0.6774	NPC473464
Remote Similarity	0.6774	NPC476332
Remote Similarity	0.6772	NPC186889
Remote Similarity	0.6765	NPC32017
Remote Similarity	0.6765	NPC96930
Remote Similarity	0.6752	NPC17348
Remote Similarity	0.6748	NPC42793
Remote Similarity	0.6748	NPC167944
Remote Similarity	0.6748	NPC231884
Remote Similarity	0.673	NPC176590
Remote Similarity	0.6727	NPC76032
Remote Similarity	0.6727	NPC132723
Remote Similarity	0.6725	NPC273358
Remote Similarity	0.6725	NPC292206
Remote Similarity	0.6725	NPC298647
Remote Similarity	0.6711	NPC25648
Remote Similarity	0.6709	NPC128321
Remote Similarity	0.6688	NPC75432
Remote Similarity	0.6688	NPC68339
Remote Similarity	0.6688	NPC103916
Remote Similarity	0.6688	NPC10154
Remote Similarity	0.6688	NPC265413
Remote Similarity	0.6687	NPC11266
Remote Similarity	0.6687	NPC221134
Remote Similarity	0.6667	NPC306365
Remote Similarity	0.6667	NPC321402
Remote Similarity	0.6667	NPC177167
Remote Similarity	0.6667	NPC470273
Remote Similarity	0.6646	NPC252343
Remote Similarity	0.6646	NPC196193
Remote Similarity	0.6646	NPC266705
Remote Similarity	0.6646	NPC228771
Remote Similarity	0.6646	NPC29008
Remote Similarity	0.6645	NPC257540
Remote Similarity	0.6645	NPC247858
Remote Similarity	0.6645	NPC137496
Remote Similarity	0.6645	NPC474387
Remote Similarity	0.6645	NPC154511
Remote Similarity	0.6645	NPC474358
Remote Similarity	0.6644	NPC322753
Remote Similarity	0.6627	NPC145304
Remote Similarity	0.6627	NPC327623
Remote Similarity	0.6625	NPC223912
Remote Similarity	0.6625	NPC307050
Remote Similarity	0.6625	NPC277458
Remote Similarity	0.661	NPC475780
Remote Similarity	0.661	NPC471394
Remote Similarity	0.661	NPC293164
Remote Similarity	0.6606	NPC476699
Remote Similarity	0.6605	NPC258073
Remote Similarity	0.6603	NPC475839
Remote Similarity	0.659	NPC470619
Remote Similarity	0.659	NPC145527
Remote Similarity	0.659	NPC470618
Remote Similarity	0.659	NPC208785
Remote Similarity	0.6588	NPC307205
Remote Similarity	0.6587	NPC470925
Remote Similarity	0.6585	NPC213122
Remote Similarity	0.6585	NPC471942
Remote Similarity	0.6581	NPC99734
Remote Similarity	0.6571	NPC205392
Remote Similarity	0.6571	NPC105942
Remote Similarity	0.657	NPC211296
Remote Similarity	0.6566	NPC150712
Remote Similarity	0.6564	NPC227002
Remote Similarity	0.6562	NPC262936
Remote Similarity	0.6562	NPC30491
Remote Similarity	0.6561	NPC30462
Remote Similarity	0.6561	NPC478058
Remote Similarity	0.6554	NPC67080
Remote Similarity	0.6552	NPC261659
Remote Similarity	0.655	NPC90844
Remote Similarity	0.655	NPC253883
Remote Similarity	0.655	NPC95075
Remote Similarity	0.655	NPC471608
Remote Similarity	0.6548	NPC138149
Remote Similarity	0.6548	NPC473612
Remote Similarity	0.6548	NPC29599
Remote Similarity	0.6541	NPC9067
Remote Similarity	0.6538	NPC21216
Remote Similarity	0.6536	NPC81067
Remote Similarity	0.6536	NPC9341
Remote Similarity	0.6533	NPC470723
Remote Similarity	0.6532	NPC253591
Remote Similarity	0.6527	NPC248287
Remote Similarity	0.6527	NPC234548
Remote Similarity	0.6527	NPC265335
Remote Similarity	0.6524	NPC211352
Remote Similarity	0.6524	NPC227719
Remote Similarity	0.6522	NPC283079
Remote Similarity	0.6522	NPC201069
Remote Similarity	0.6519	NPC320287
Remote Similarity	0.6519	NPC327694
Remote Similarity	0.6509	NPC35212
Remote Similarity	0.6509	NPC93640
Remote Similarity	0.6509	NPC20631
Remote Similarity	0.6506	NPC68292
Remote Similarity	0.6503	NPC153019
Remote Similarity	0.6503	NPC118419
Remote Similarity	0.65	NPC218323
Remote Similarity	0.65	NPC269598
Remote Similarity	0.6497	NPC475166
Remote Similarity	0.6488	NPC328750
Remote Similarity	0.6488	NPC213206
Remote Similarity	0.6488	NPC323204
Remote Similarity	0.6488	NPC188163
Remote Similarity	0.6488	NPC474915
Remote Similarity	0.6485	NPC11147
Remote Similarity	0.6484	NPC318472
Remote Similarity	0.6481	NPC259665
Remote Similarity	0.6481	NPC86257
Remote Similarity	0.6481	NPC89769
Remote Similarity	0.6481	NPC126859
Remote Similarity	0.6481	NPC30174
Remote Similarity	0.648	NPC71205
Remote Similarity	0.6478	NPC111088
Remote Similarity	0.6478	NPC474532
Remote Similarity	0.6474	NPC190501
Remote Similarity	0.6474	NPC318552
Remote Similarity	0.6474	NPC219162
Remote Similarity	0.6471	NPC147179
Remote Similarity	0.6471	NPC47194
Remote Similarity	0.6471	NPC310621
Remote Similarity	0.6471	NPC252133
Remote Similarity	0.6467	NPC131198
Remote Similarity	0.6463	NPC27578
Remote Similarity	0.6463	NPC289624
Remote Similarity	0.646	NPC66177
Remote Similarity	0.646	NPC100129
Remote Similarity	0.646	NPC268763
Remote Similarity	0.646	NPC471077
Remote Similarity	0.646	NPC8305
Remote Similarity	0.6457	NPC26601
Remote Similarity	0.6453	NPC475872
Remote Similarity	0.6453	NPC144863
Remote Similarity	0.6452	NPC474040
Remote Similarity	0.6447	NPC165106
Remote Similarity	0.6444	NPC233650
Remote Similarity	0.6442	NPC473048
Remote Similarity	0.6441	NPC323443
Remote Similarity	0.6441	NPC180756
Remote Similarity	0.6438	NPC137416
Remote Similarity	0.6438	NPC124030
Remote Similarity	0.6433	NPC96447
Remote Similarity	0.6433	NPC474599
Remote Similarity	0.6433	NPC473575
Remote Similarity	0.6433	NPC130926
Remote Similarity	0.6433	NPC129176
Remote Similarity	0.6429	NPC38893
Remote Similarity	0.6429	NPC314682
Remote Similarity	0.6429	NPC219112
Remote Similarity	0.6429	NPC308828
Remote Similarity	0.6429	NPC116742
Remote Similarity	0.6429	NPC139243
Remote Similarity	0.6429	NPC477137
Remote Similarity	0.6429	NPC308311
Remote Similarity	0.6429	NPC178290
Remote Similarity	0.642	NPC124802
Remote Similarity	0.642	NPC476452
Remote Similarity	0.642	NPC47288
Remote Similarity	0.6417	NPC220961
Remote Similarity	0.6416	NPC475959
Remote Similarity	0.6416	NPC130941
Remote Similarity	0.6415	NPC470887
Remote Similarity	0.6413	NPC211713
Remote Similarity	0.6413	NPC88378
Remote Similarity	0.641	NPC474320
Remote Similarity	0.641	NPC42657
Remote Similarity	0.6409	NPC134858
Remote Similarity	0.6409	NPC231198
Remote Similarity	0.6407	NPC248505
Remote Similarity	0.6407	NPC95366
Remote Similarity	0.6407	NPC252107

Drug Structure

NPD5714 OpenBabel08211708292D 35 38 0 0 1 0 0 0 0 0999 V2000 1.9147 0.2310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8245 -1.5746 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7336 1.2223 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8652 -1.7782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7748 1.0191 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9882 -2.3883 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3327 -1.6598 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8571 0.6118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8978 0.4082 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2246 1.3079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8719 2.9685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2659 1.1042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9132 2.7648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0867 -0.4388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1278 -0.6420 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3896 0.4933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4719 0.0869 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5126 -0.1167 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2093 -1.0493 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.2500 -1.2529 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6351 -0.7280 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.6514 1.6291 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5944 -0.5244 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 11.5277 2.2400 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 11.1750 3.9006 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 9.6101 1.8327 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.9956 2.3576 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9796 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9796 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9796 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.3483 0.6970 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9796 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 -0.8484 1.4694 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4694 0.8484 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 4 1 0 0 0 0 2 15 1 0 0 0 0 3 5 1 0 0 0 0 3 16 2 0 0 0 0 5 17 2 0 0 0 0 6 7 1 0 0 0 0 6 20 1 0 0 0 0 7 21 1 0 0 0 0 8 9 1 0 0 0 0 9 23 1 0 0 0 0 10 12 1 0 0 0 0 10 24 1 0 0 0 0 11 13 1 0 0 0 0 11 25 1 0 0 0 0 12 26 1 0 0 0 0 13 26 1 0 0 0 0 14 15 2 0 0 0 0 14 16 1 0 0 0 0 15 17 1 0 0 0 0 16 31 1 0 0 0 0 17 18 1 0 0 0 0 18 8 1 6 0 0 0 18 19 1 0 0 0 0 19 4 1 1 0 0 0 19 20 1 0 0 0 0 20 23 1 6 0 0 0 21 23 1 6 0 0 0 21 32 1 0 0 0 0 22 26 1 0 0 0 0 22 27 2 0 0 0 0 22 31 1 0 0 0 0 23 1 1 6 0 0 0 28 33 1 0 0 0 0 28 34 1 0 0 0 0 29 33 1 0 0 0 0 29 35 1 0 0 0 0 30 33 2 0 0 0 0 32 33 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	519.13
ALogP	1.5056
MLogP	2.89
XLogP	5.469
HDA	6
HBD	2
Rotatable Bonds	14
TPSA	106.11
RO5 Violation	1