NPASS drugs

Drug Information

Drug ID:	NPD5713
Drug Name:	Estramustine Phosphate Sodium
Molecular Formula:	C23H32Cl2NO6P.2Na
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.[Na+].[Na+]
Standard InCHI:	InChI=1S/C23H32Cl2NO6P.2Na/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);;/q;2*+1/p-2/t18-,19-,20+,21+,23+;;/m1../s1
Standard InCHIKey:	IIUMCNJTGSMNRO-VVSKJQCTSA-L
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5713

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	163
0.1-0.2	1327
0.2-0.3	2599
0.3-0.4	8826
0.4-0.5	6176
0.5-0.6	10410
0.6-0.7	1385
0.7-0.8	4
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	0.7431	NPC33900
Intermediate Similarity	0.729	NPC325568
Intermediate Similarity	0.707	NPC321502
Intermediate Similarity	0.7035	NPC471396
Remote Similarity	0.698	NPC164649
Remote Similarity	0.698	NPC48342
Remote Similarity	0.6974	NPC152946
Remote Similarity	0.6959	NPC312105
Remote Similarity	0.6943	NPC249425
Remote Similarity	0.6928	NPC255253
Remote Similarity	0.6863	NPC473464
Remote Similarity	0.6863	NPC476332
Remote Similarity	0.6842	NPC328504
Remote Similarity	0.6839	NPC76119
Remote Similarity	0.6839	NPC4286
Remote Similarity	0.6839	NPC17348
Remote Similarity	0.68	NPC25648
Remote Similarity	0.6797	NPC77569
Remote Similarity	0.6797	NPC142198
Remote Similarity	0.6792	NPC474200
Remote Similarity	0.6776	NPC321133
Remote Similarity	0.6774	NPC75432
Remote Similarity	0.6766	NPC271607
Remote Similarity	0.6766	NPC19862
Remote Similarity	0.6766	NPC280717
Remote Similarity	0.6766	NPC235195
Remote Similarity	0.6752	NPC177167
Remote Similarity	0.6752	NPC186889
Remote Similarity	0.675	NPC85595
Remote Similarity	0.6746	NPC95990
Remote Similarity	0.6728	NPC167944
Remote Similarity	0.6728	NPC42793
Remote Similarity	0.6728	NPC231884
Remote Similarity	0.6707	NPC145304
Remote Similarity	0.6704	NPC476751
Remote Similarity	0.6688	NPC128321
Remote Similarity	0.6686	NPC475780
Remote Similarity	0.6667	NPC288290
Remote Similarity	0.6667	NPC470925
Remote Similarity	0.6667	NPC260832
Remote Similarity	0.6667	NPC135467
Remote Similarity	0.6667	NPC103916
Remote Similarity	0.6647	NPC470273
Remote Similarity	0.6647	NPC96930
Remote Similarity	0.6647	NPC32017
Remote Similarity	0.6647	NPC211296
Remote Similarity	0.6646	NPC306365
Remote Similarity	0.6645	NPC321402
Remote Similarity	0.6627	NPC90844
Remote Similarity	0.6627	NPC253883
Remote Similarity	0.6627	NPC95075
Remote Similarity	0.6626	NPC252343
Remote Similarity	0.6625	NPC196193
Remote Similarity	0.6624	NPC29008
Remote Similarity	0.6624	NPC228771
Remote Similarity	0.6624	NPC266705
Remote Similarity	0.6622	NPC470723
Remote Similarity	0.6622	NPC322753
Remote Similarity	0.6608	NPC292206
Remote Similarity	0.6608	NPC273358
Remote Similarity	0.6608	NPC298647
Remote Similarity	0.6606	NPC132723
Remote Similarity	0.6606	NPC76032
Remote Similarity	0.6604	NPC283079
Remote Similarity	0.6604	NPC176590
Remote Similarity	0.6604	NPC307050
Remote Similarity	0.6604	NPC223912
Remote Similarity	0.6604	NPC277458
Remote Similarity	0.6603	NPC320287
Remote Similarity	0.6585	NPC476699
Remote Similarity	0.6584	NPC118419
Remote Similarity	0.6581	NPC475839
Remote Similarity	0.6566	NPC328750
Remote Similarity	0.6566	NPC221134
Remote Similarity	0.6566	NPC188163
Remote Similarity	0.6566	NPC474915
Remote Similarity	0.6566	NPC213206
Remote Similarity	0.6564	NPC11147
Remote Similarity	0.6564	NPC11266
Remote Similarity	0.6564	NPC213122
Remote Similarity	0.6564	NPC471942
Remote Similarity	0.6561	NPC265413
Remote Similarity	0.6561	NPC10154
Remote Similarity	0.6558	NPC68339
Remote Similarity	0.6558	NPC99734
Remote Similarity	0.6556	NPC47194
Remote Similarity	0.655	NPC219162
Remote Similarity	0.6543	NPC227002
Remote Similarity	0.6541	NPC100129
Remote Similarity	0.6541	NPC262936
Remote Similarity	0.6541	NPC30491
Remote Similarity	0.6538	NPC30462
Remote Similarity	0.6533	NPC165106
Remote Similarity	0.6529	NPC144863
Remote Similarity	0.6527	NPC138149
Remote Similarity	0.6527	NPC29599
Remote Similarity	0.6519	NPC9067
Remote Similarity	0.6516	NPC21216
Remote Similarity	0.6514	NPC323443
Remote Similarity	0.6514	NPC180756
Remote Similarity	0.6513	NPC474358
Remote Similarity	0.6513	NPC137496
Remote Similarity	0.6513	NPC81067
Remote Similarity	0.6513	NPC474387
Remote Similarity	0.6513	NPC257540
Remote Similarity	0.6513	NPC9341
Remote Similarity	0.6513	NPC247858
Remote Similarity	0.6513	NPC154511
Remote Similarity	0.6509	NPC327623
Remote Similarity	0.6509	NPC130926
Remote Similarity	0.6506	NPC314682
Remote Similarity	0.6506	NPC178290
Remote Similarity	0.6497	NPC470887
Remote Similarity	0.6497	NPC471394
Remote Similarity	0.6497	NPC293164
Remote Similarity	0.6491	NPC130941
Remote Similarity	0.6491	NPC475959
Remote Similarity	0.6488	NPC20631
Remote Similarity	0.6488	NPC93640
Remote Similarity	0.6486	NPC220961
Remote Similarity	0.6485	NPC252107
Remote Similarity	0.6485	NPC470707
Remote Similarity	0.6485	NPC248505
Remote Similarity	0.6485	NPC95366
Remote Similarity	0.6483	NPC241224
Remote Similarity	0.6481	NPC164295
Remote Similarity	0.6481	NPC258073
Remote Similarity	0.648	NPC231198
Remote Similarity	0.6478	NPC218323
Remote Similarity	0.6474	NPC145527
Remote Similarity	0.6474	NPC312713
Remote Similarity	0.6474	NPC470619
Remote Similarity	0.6474	NPC470618
Remote Similarity	0.6474	NPC8337
Remote Similarity	0.6474	NPC216929
Remote Similarity	0.6474	NPC208785
Remote Similarity	0.6474	NPC85747
Remote Similarity	0.6474	NPC57268
Remote Similarity	0.6474	NPC475166
Remote Similarity	0.6474	NPC172676
Remote Similarity	0.6474	NPC126935
Remote Similarity	0.6474	NPC65933
Remote Similarity	0.6471	NPC307205
Remote Similarity	0.6467	NPC323204
Remote Similarity	0.6464	NPC241055
Remote Similarity	0.646	NPC259665
Remote Similarity	0.646	NPC89769
Remote Similarity	0.646	NPC126859
Remote Similarity	0.6457	NPC205392
Remote Similarity	0.6457	NPC78733
Remote Similarity	0.6457	NPC76079
Remote Similarity	0.6457	NPC105942
Remote Similarity	0.6456	NPC111088
Remote Similarity	0.6453	NPC92541
Remote Similarity	0.6452	NPC190501
Remote Similarity	0.6452	NPC318552
Remote Similarity	0.6452	NPC344161
Remote Similarity	0.6447	NPC475815
Remote Similarity	0.6447	NPC147179
Remote Similarity	0.6447	NPC283169
Remote Similarity	0.6447	NPC473264
Remote Similarity	0.6446	NPC150712
Remote Similarity	0.6446	NPC14697
Remote Similarity	0.6446	NPC196420
Remote Similarity	0.6446	NPC131198
Remote Similarity	0.6441	NPC67080
Remote Similarity	0.6441	NPC118804
Remote Similarity	0.6438	NPC268763
Remote Similarity	0.6438	NPC66177
Remote Similarity	0.6438	NPC8305
Remote Similarity	0.6438	NPC223807
Remote Similarity	0.6437	NPC26601
Remote Similarity	0.6437	NPC261659
Remote Similarity	0.6433	NPC478058
Remote Similarity	0.6433	NPC471608
Remote Similarity	0.6433	NPC475872
Remote Similarity	0.6429	NPC473612
Remote Similarity	0.6429	NPC474040
Remote Similarity	0.6429	NPC162851
Remote Similarity	0.6429	NPC472523
Remote Similarity	0.6429	NPC246474
Remote Similarity	0.6429	NPC218092
Remote Similarity	0.6425	NPC233650
Remote Similarity	0.6424	NPC137172
Remote Similarity	0.6424	NPC145446
Remote Similarity	0.6424	NPC99078
Remote Similarity	0.642	NPC473048
Remote Similarity	0.6416	NPC95526
Remote Similarity	0.6416	NPC253591
Remote Similarity	0.6415	NPC124030
Remote Similarity	0.6412	NPC473575
Remote Similarity	0.641	NPC129176
Remote Similarity	0.641	NPC322569
Remote Similarity	0.6409	NPC327694
Remote Similarity	0.6407	NPC248287
Remote Similarity	0.6407	NPC234548
Remote Similarity	0.6407	NPC265335
Remote Similarity	0.6405	NPC38893
Remote Similarity	0.6405	NPC219112
Remote Similarity	0.6405	NPC477137

Drug Structure

NPD5713 OpenBabel08211708292D 35 36 0 0 1 0 0 0 0 0999 V2000 3.3910 -4.1654 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2964 -5.9690 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2045 -3.1753 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3382 -6.1724 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2468 -3.3783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4645 -6.7818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8097 -6.0541 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3312 -3.7851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3730 -3.9885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6905 -3.0898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.3382 -1.4311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7328 -3.2932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3805 -1.6345 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5572 -4.8345 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5994 -5.0375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8598 -3.9034 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9442 -4.3094 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9860 -4.5128 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.6830 -5.4443 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.7248 -5.6477 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.1118 -5.1234 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.1201 -2.7689 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0700 -4.9200 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 12.9931 -2.1587 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 12.6409 -0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 11.0778 -2.5655 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.4651 -2.0413 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4785 -3.4177 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 0.5000 -4.3962 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 1.4785 -5.3747 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.8174 -3.7000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4570 -4.3962 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4785 -4.3962 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 -2.6019 -2.4399 0.0000 Na 0 3 0 0 0 15 0 0 0 0 0 0 0.5000 -7.7818 0.0000 Na 0 3 0 0 0 15 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 29 33 1 0 0 0 0 30 33 2 0 0 0 0 32 33 1 0 0 0 0 M CHG 4 28 -1 29 -1 34 1 35 1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	517.12
ALogP	0.15
MLogP	2.89
XLogP	5.469
HDA	6
HBD	0
Rotatable Bonds	14
TPSA	111.77
RO5 Violation	1