NPASS drugs

Drug Information

Drug ID:	NPD5327
Drug Name:	Promestriene
Molecular Formula:	C22H32O2
Canonical SMILES:	CCCOc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2OC)C
Standard InCHI:	InChI=1S/C22H32O2/c1-4-13-24-16-6-8-17-15(14-16)5-7-19-18(17)11-12-22(2)20(19)9-10-21(22)23-3/h6,8,14,18-21H,4-5,7,9-13H2,1-3H3/t18-,19-,20+,21+,22+/m1/s1
Standard InCHIKey:	IUWKNLFTJBHTSD-AANPDWTMSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5327

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	330
0.1-0.2	1275
0.2-0.3	1923
0.3-0.4	5552
0.4-0.5	7728
0.5-0.6	5635
0.6-0.7	7055
0.7-0.8	1347
0.8-0.85	39
0.85-0.9	5
0.9-0.95	1
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
High Similarity	0.9145	NPC33900
High Similarity	0.8548	NPC475839
High Similarity	0.8538	NPC321502
High Similarity	0.8525	NPC164649
High Similarity	0.8525	NPC48342
High Similarity	0.8512	NPC312105
Intermediate Similarity	0.848	NPC152946
Intermediate Similarity	0.8385	NPC196193
Intermediate Similarity	0.8385	NPC249425
Intermediate Similarity	0.837	NPC221134
Intermediate Similarity	0.832	NPC328504
Intermediate Similarity	0.8295	NPC186889
Intermediate Similarity	0.8293	NPC25648
Intermediate Similarity	0.8281	NPC76119
Intermediate Similarity	0.8281	NPC4286
Intermediate Similarity	0.8258	NPC85595
Intermediate Similarity	0.8254	NPC142198
Intermediate Similarity	0.8254	NPC77569
Intermediate Similarity	0.824	NPC135467
Intermediate Similarity	0.824	NPC260832
Intermediate Similarity	0.8182	NPC153019
Intermediate Similarity	0.812	NPC289624
Intermediate Similarity	0.812	NPC27578
Intermediate Similarity	0.8106	NPC473048
Intermediate Similarity	0.8099	NPC470723
Intermediate Similarity	0.8099	NPC322753
Intermediate Similarity	0.8095	NPC68339
Intermediate Similarity	0.8095	NPC103916
Intermediate Similarity	0.8092	NPC47288
Intermediate Similarity	0.8077	NPC128321
Intermediate Similarity	0.8065	NPC137496
Intermediate Similarity	0.8065	NPC247858
Intermediate Similarity	0.8065	NPC474358
Intermediate Similarity	0.8065	NPC257540
Intermediate Similarity	0.8065	NPC154511
Intermediate Similarity	0.8065	NPC474387
Intermediate Similarity	0.8062	NPC248557
Intermediate Similarity	0.8062	NPC75432
Intermediate Similarity	0.806	NPC211352
Intermediate Similarity	0.8047	NPC476332
Intermediate Similarity	0.8047	NPC473464
Intermediate Similarity	0.8047	NPC321402
Intermediate Similarity	0.8031	NPC212559
Intermediate Similarity	0.8028	NPC95990
Intermediate Similarity	0.8	NPC17348
Intermediate Similarity	0.7966	NPC241224
Intermediate Similarity	0.7955	NPC223912
Intermediate Similarity	0.7955	NPC176590
Intermediate Similarity	0.7953	NPC99734
Intermediate Similarity	0.7931	NPC471576
Intermediate Similarity	0.792	NPC81067
Intermediate Similarity	0.792	NPC9341
Intermediate Similarity	0.7907	NPC30462
Intermediate Similarity	0.7907	NPC150026
Intermediate Similarity	0.7895	NPC288290
Intermediate Similarity	0.7879	NPC177167
Intermediate Similarity	0.7879	NPC98745
Intermediate Similarity	0.7868	NPC471942
Intermediate Similarity	0.7863	NPC124030
Intermediate Similarity	0.7863	NPC29008
Intermediate Similarity	0.7863	NPC228771
Intermediate Similarity	0.7863	NPC266705
Intermediate Similarity	0.7845	NPC470161
Intermediate Similarity	0.784	NPC147179
Intermediate Similarity	0.784	NPC283169
Intermediate Similarity	0.784	NPC47194
Intermediate Similarity	0.7833	NPC326801
Intermediate Similarity	0.7829	NPC475166
Intermediate Similarity	0.7829	NPC126935
Intermediate Similarity	0.7829	NPC216929
Intermediate Similarity	0.7829	NPC57268
Intermediate Similarity	0.7829	NPC172676
Intermediate Similarity	0.7829	NPC312713
Intermediate Similarity	0.7829	NPC65933
Intermediate Similarity	0.7826	NPC306365
Intermediate Similarity	0.7823	NPC165106
Intermediate Similarity	0.782	NPC201069
Intermediate Similarity	0.782	NPC307050
Intermediate Similarity	0.782	NPC277458
Intermediate Similarity	0.7817	NPC235195
Intermediate Similarity	0.7817	NPC19862
Intermediate Similarity	0.7817	NPC271607
Intermediate Similarity	0.7817	NPC280717
Intermediate Similarity	0.781	NPC252343
Intermediate Similarity	0.7801	NPC470273
Intermediate Similarity	0.7797	NPC300166
Intermediate Similarity	0.7794	NPC227719
Intermediate Similarity	0.7794	NPC469610
Intermediate Similarity	0.7786	NPC256015
Intermediate Similarity	0.7786	NPC294156
Intermediate Similarity	0.7778	NPC38893
Intermediate Similarity	0.7778	NPC219112
Intermediate Similarity	0.7778	NPC477137
Intermediate Similarity	0.7778	NPC474200
Intermediate Similarity	0.7778	NPC308828
Intermediate Similarity	0.7778	NPC308311
Intermediate Similarity	0.7778	NPC8899
Intermediate Similarity	0.7769	NPC188997
Intermediate Similarity	0.776	NPC268160
Intermediate Similarity	0.7752	NPC129176
Intermediate Similarity	0.775	NPC470393
Intermediate Similarity	0.7744	NPC262936
Intermediate Similarity	0.7744	NPC30491
Intermediate Similarity	0.7744	NPC100129
Intermediate Similarity	0.7744	NPC471077
Intermediate Similarity	0.7737	NPC473107
Intermediate Similarity	0.7734	NPC163036
Intermediate Similarity	0.7734	NPC234956
Intermediate Similarity	0.7731	NPC24327
Intermediate Similarity	0.7731	NPC12870
Intermediate Similarity	0.773	NPC186033
Intermediate Similarity	0.7727	NPC9067
Intermediate Similarity	0.7727	NPC81641
Intermediate Similarity	0.7724	NPC475852
Intermediate Similarity	0.7721	NPC469611
Intermediate Similarity	0.7717	NPC477136
Intermediate Similarity	0.7714	NPC76312
Intermediate Similarity	0.7714	NPC473049
Intermediate Similarity	0.7714	NPC472794
Intermediate Similarity	0.771	NPC261992
Intermediate Similarity	0.7705	NPC75440
Intermediate Similarity	0.7705	NPC11554
Intermediate Similarity	0.7705	NPC201959
Intermediate Similarity	0.7698	NPC192948
Intermediate Similarity	0.7698	NPC473264
Intermediate Similarity	0.7698	NPC35797
Intermediate Similarity	0.7698	NPC475815
Intermediate Similarity	0.7692	NPC48623
Intermediate Similarity	0.7692	NPC168707
Intermediate Similarity	0.7681	NPC93783
Intermediate Similarity	0.7681	NPC15109
Intermediate Similarity	0.7681	NPC11727
Intermediate Similarity	0.7674	NPC318552
Intermediate Similarity	0.7674	NPC190501
Intermediate Similarity	0.7669	NPC269598
Intermediate Similarity	0.7669	NPC170485
Intermediate Similarity	0.7669	NPC470724
Intermediate Similarity	0.7667	NPC108875
Intermediate Similarity	0.7667	NPC38079
Intermediate Similarity	0.766	NPC472791
Intermediate Similarity	0.766	NPC472792
Intermediate Similarity	0.7656	NPC474040
Intermediate Similarity	0.7656	NPC469609
Intermediate Similarity	0.7656	NPC471671
Intermediate Similarity	0.7655	NPC32017
Intermediate Similarity	0.7655	NPC96930
Intermediate Similarity	0.7652	NPC10154
Intermediate Similarity	0.7652	NPC34902
Intermediate Similarity	0.7652	NPC61685
Intermediate Similarity	0.7652	NPC18449
Intermediate Similarity	0.7652	NPC121783
Intermediate Similarity	0.7652	NPC265413
Intermediate Similarity	0.7647	NPC164295
Intermediate Similarity	0.7643	NPC76032
Intermediate Similarity	0.7643	NPC265335
Intermediate Similarity	0.7643	NPC132723
Intermediate Similarity	0.7642	NPC474272
Intermediate Similarity	0.7639	NPC471608
Intermediate Similarity	0.7638	NPC92
Intermediate Similarity	0.7638	NPC469663
Intermediate Similarity	0.7634	NPC478058
Intermediate Similarity	0.7626	NPC474610
Intermediate Similarity	0.7626	NPC68292
Intermediate Similarity	0.7626	NPC77861
Intermediate Similarity	0.7623	NPC258171
Intermediate Similarity	0.7622	NPC473575
Intermediate Similarity	0.7622	NPC473845
Intermediate Similarity	0.7615	NPC45663
Intermediate Similarity	0.7615	NPC21216
Intermediate Similarity	0.7609	NPC11266
Intermediate Similarity	0.7603	NPC292206
Intermediate Similarity	0.7603	NPC298647
Intermediate Similarity	0.7603	NPC273358
Intermediate Similarity	0.7603	NPC473855
Intermediate Similarity	0.76	NPC280760
Intermediate Similarity	0.76	NPC228425
Intermediate Similarity	0.7597	NPC172253
Intermediate Similarity	0.7597	NPC51341
Intermediate Similarity	0.7597	NPC474320
Intermediate Similarity	0.7597	NPC59561
Intermediate Similarity	0.7597	NPC471449
Intermediate Similarity	0.7597	NPC469644
Intermediate Similarity	0.7594	NPC252962
Intermediate Similarity	0.7594	NPC470726
Intermediate Similarity	0.7591	NPC227002
Intermediate Similarity	0.7591	NPC230219
Intermediate Similarity	0.7591	NPC472798
Intermediate Similarity	0.7591	NPC325568
Intermediate Similarity	0.7591	NPC51262
Intermediate Similarity	0.7591	NPC189482
Intermediate Similarity	0.7586	NPC471581
Intermediate Similarity	0.7583	NPC192596
Intermediate Similarity	0.7581	NPC141782
Intermediate Similarity	0.7578	NPC172219
Intermediate Similarity	0.7578	NPC304510
Intermediate Similarity	0.7576	NPC31344
Intermediate Similarity	0.7576	NPC317769
Intermediate Similarity	0.7576	NPC470887
Intermediate Similarity	0.7569	NPC90645
Intermediate Similarity	0.7569	NPC290038

Drug Structure

NPD5327 OpenBabel08211706322D 24 27 0 0 1 0 0 0 0 0999 V2000 6.9987 -4.5987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 1.0080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7937 1.6592 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5123 -3.7569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6856 -2.9169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2112 -1.4572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8431 -2.4308 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3693 -0.9711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6833 -0.9726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6836 -0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6848 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8423 0.4866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5401 -3.7573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3698 -2.9165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5279 -2.4304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2115 -2.4299 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5276 -1.4577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6851 -0.9716 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8428 -1.4582 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0003 -0.9721 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8425 0.4861 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8431 1.4578 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0536 -2.9156 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 3 23 1 0 0 0 0 4 13 1 0 0 0 0 5 7 1 0 0 0 0 5 15 1 0 0 0 0 6 8 1 0 0 0 0 6 16 2 0 0 0 0 8 17 2 0 0 0 0 9 10 1 0 0 0 0 9 20 1 0 0 0 0 10 21 1 0 0 0 0 11 12 1 0 0 0 0 12 22 1 0 0 0 0 13 24 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 24 1 0 0 0 0 17 18 1 0 0 0 0 18 11 1 6 0 0 0 18 19 1 0 0 0 0 19 7 1 1 0 0 0 19 20 1 0 0 0 0 20 22 1 6 0 0 0 21 22 1 6 0 0 0 21 23 1 0 0 0 0 22 2 1 6 0 0 0 M END $$$$

External Identifiers

TTD	DIB013211
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	328.24
ALogP	0.0197
MLogP	3.66
XLogP	6.465
HDA	1
HBD	0
Rotatable Bonds	7
TPSA	18.46
RO5 Violation	1