NPASS drugs

Drug Information

Drug ID:	NPD2948
Drug Name:	DHP-218
Molecular Formula:	C18H21N2O7P
Canonical SMILES:	COC(=O)C1=C(C)NC(=C(C1c1ccccc1N(=O)=O)P1(=O)OCCCO1)C
Standard InCHI:	InChI=1S/C18H21N2O7P/c1-11-15(18(21)25-3)16(13-7-4-5-8-14(13)20(22)23)17(12(2)19-11)28(24)26-9-6-10-27-28/h4-5,7-8,16,19H,6,9-10H2,1-3H3
Standard InCHIKey:	GSWINTXYUFHJGW-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2948

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	143
0.1-0.2	939
0.2-0.3	3711
0.3-0.4	10675
0.4-0.5	13494
0.5-0.6	1746
0.6-0.7	169
0.7-0.8	12
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8966	NPC190945
Intermediate Similarity	0.7925	NPC36836
Intermediate Similarity	0.7925	NPC63370
Intermediate Similarity	0.7333	NPC123241
Intermediate Similarity	0.7289	NPC193410
Intermediate Similarity	0.7246	NPC248117
Intermediate Similarity	0.7229	NPC61013
Intermediate Similarity	0.7202	NPC293458
Intermediate Similarity	0.7168	NPC329338
Intermediate Similarity	0.7168	NPC469726
Intermediate Similarity	0.7035	NPC167724
Intermediate Similarity	0.7035	NPC224970
Intermediate Similarity	0.7035	NPC223595
Remote Similarity	0.6989	NPC186669
Remote Similarity	0.6949	NPC6974
Remote Similarity	0.6932	NPC203202
Remote Similarity	0.6932	NPC264482
Remote Similarity	0.6882	NPC36495
Remote Similarity	0.6875	NPC319645
Remote Similarity	0.6854	NPC99043
Remote Similarity	0.6854	NPC218594
Remote Similarity	0.6805	NPC161827
Remote Similarity	0.6797	NPC226794
Remote Similarity	0.6796	NPC97584
Remote Similarity	0.6768	NPC282578
Remote Similarity	0.6744	NPC474058
Remote Similarity	0.6731	NPC122235
Remote Similarity	0.671	NPC314278
Remote Similarity	0.6686	NPC63210
Remote Similarity	0.6686	NPC97380
Remote Similarity	0.6686	NPC243673
Remote Similarity	0.6686	NPC148468
Remote Similarity	0.6686	NPC310403
Remote Similarity	0.6686	NPC263709
Remote Similarity	0.6667	NPC473329
Remote Similarity	0.6648	NPC159963
Remote Similarity	0.6605	NPC159722
Remote Similarity	0.6595	NPC14994
Remote Similarity	0.6584	NPC173295
Remote Similarity	0.6541	NPC314473
Remote Similarity	0.6536	NPC276993
Remote Similarity	0.6536	NPC293255
Remote Similarity	0.6536	NPC181138
Remote Similarity	0.6536	NPC298851
Remote Similarity	0.6536	NPC21752
Remote Similarity	0.6536	NPC210415
Remote Similarity	0.6534	NPC470069
Remote Similarity	0.6534	NPC52059
Remote Similarity	0.6532	NPC211525
Remote Similarity	0.6532	NPC153694
Remote Similarity	0.6514	NPC99632
Remote Similarity	0.6514	NPC282339
Remote Similarity	0.6514	NPC472121
Remote Similarity	0.6512	NPC473297
Remote Similarity	0.6489	NPC25401
Remote Similarity	0.6474	NPC19692
Remote Similarity	0.6474	NPC220151
Remote Similarity	0.6438	NPC316746
Remote Similarity	0.6436	NPC5630
Remote Similarity	0.6433	NPC472165
Remote Similarity	0.6429	NPC179605
Remote Similarity	0.6429	NPC279385
Remote Similarity	0.642	NPC176983
Remote Similarity	0.6404	NPC214960
Remote Similarity	0.6404	NPC279527
Remote Similarity	0.6402	NPC203628
Remote Similarity	0.6402	NPC22476
Remote Similarity	0.6387	NPC103292
Remote Similarity	0.6369	NPC317758
Remote Similarity	0.6359	NPC232600
Remote Similarity	0.6358	NPC478076
Remote Similarity	0.6346	NPC39818
Remote Similarity	0.6329	NPC325013
Remote Similarity	0.6329	NPC474926
Remote Similarity	0.6328	NPC286871
Remote Similarity	0.6323	NPC150323
Remote Similarity	0.6316	NPC242000
Remote Similarity	0.631	NPC308197
Remote Similarity	0.6296	NPC63199
Remote Similarity	0.6296	NPC102338
Remote Similarity	0.6296	NPC196251
Remote Similarity	0.6296	NPC111602
Remote Similarity	0.6278	NPC470971
Remote Similarity	0.6273	NPC194562
Remote Similarity	0.6271	NPC225319
Remote Similarity	0.6269	NPC245916
Remote Similarity	0.6269	NPC303214
Remote Similarity	0.6264	NPC177261
Remote Similarity	0.625	NPC476326
Remote Similarity	0.625	NPC472164
Remote Similarity	0.6235	NPC472242
Remote Similarity	0.6231	NPC477161
Remote Similarity	0.6228	NPC242933
Remote Similarity	0.6226	NPC205946
Remote Similarity	0.6223	NPC49184
Remote Similarity	0.6223	NPC52262
Remote Similarity	0.6222	NPC472115
Remote Similarity	0.6222	NPC472114
Remote Similarity	0.622	NPC253476
Remote Similarity	0.6218	NPC474121
Remote Similarity	0.6218	NPC130931
Remote Similarity	0.6193	NPC29285
Remote Similarity	0.6193	NPC469536
Remote Similarity	0.6181	NPC87714
Remote Similarity	0.6175	NPC476425
Remote Similarity	0.6162	NPC260075
Remote Similarity	0.6154	NPC472118
Remote Similarity	0.615	NPC288305
Remote Similarity	0.615	NPC476428
Remote Similarity	0.6149	NPC72473
Remote Similarity	0.6149	NPC307437
Remote Similarity	0.6149	NPC314223
Remote Similarity	0.6149	NPC58827
Remote Similarity	0.6146	NPC28510
Remote Similarity	0.6144	NPC205652
Remote Similarity	0.6139	NPC268534
Remote Similarity	0.6136	NPC114808
Remote Similarity	0.6126	NPC316405
Remote Similarity	0.6125	NPC472244
Remote Similarity	0.6125	NPC470343
Remote Similarity	0.612	NPC292265
Remote Similarity	0.6117	NPC477159
Remote Similarity	0.6111	NPC81092
Remote Similarity	0.6111	NPC469732
Remote Similarity	0.6111	NPC103605
Remote Similarity	0.6108	NPC287358
Remote Similarity	0.6107	NPC172170
Remote Similarity	0.61	NPC475147
Remote Similarity	0.6095	NPC43477
Remote Similarity	0.6094	NPC474059
Remote Similarity	0.6094	NPC473008
Remote Similarity	0.6092	NPC318086
Remote Similarity	0.6087	NPC285622
Remote Similarity	0.6074	NPC477432
Remote Similarity	0.6073	NPC473815
Remote Similarity	0.6071	NPC181527
Remote Similarity	0.6067	NPC113946
Remote Similarity	0.6062	NPC192533
Remote Similarity	0.6061	NPC128265
Remote Similarity	0.6061	NPC294909
Remote Similarity	0.6061	NPC199851
Remote Similarity	0.6061	NPC312870
Remote Similarity	0.6061	NPC254240
Remote Similarity	0.6059	NPC472241
Remote Similarity	0.6057	NPC243756
Remote Similarity	0.6056	NPC253667
Remote Similarity	0.6056	NPC35510
Remote Similarity	0.6054	NPC13367
Remote Similarity	0.6053	NPC469460
Remote Similarity	0.6051	NPC291962
Remote Similarity	0.6051	NPC230313
Remote Similarity	0.6051	NPC177684
Remote Similarity	0.6044	NPC278887
Remote Similarity	0.6042	NPC175474
Remote Similarity	0.6041	NPC100863
Remote Similarity	0.6041	NPC218733
Remote Similarity	0.6041	NPC132874
Remote Similarity	0.6041	NPC265642
Remote Similarity	0.6041	NPC138615
Remote Similarity	0.6037	NPC314098
Remote Similarity	0.6033	NPC318183
Remote Similarity	0.6031	NPC55493
Remote Similarity	0.6022	NPC476441
Remote Similarity	0.6022	NPC189116
Remote Similarity	0.6013	NPC161956
Remote Similarity	0.6013	NPC258531
Remote Similarity	0.6013	NPC112373
Remote Similarity	0.6012	NPC101372
Remote Similarity	0.6012	NPC281104
Remote Similarity	0.601	NPC473298
Remote Similarity	0.6	NPC143457
Remote Similarity	0.6	NPC1464
Remote Similarity	0.6	NPC251212
Remote Similarity	0.6	NPC139085
Remote Similarity	0.6	NPC309531
Remote Similarity	0.6	NPC96901
Remote Similarity	0.6	NPC472102
Remote Similarity	0.6	NPC191310
Remote Similarity	0.6	NPC471742
Remote Similarity	0.6	NPC214626
Remote Similarity	0.6	NPC307640
Remote Similarity	0.6	NPC316202
Remote Similarity	0.599	NPC181928
Remote Similarity	0.5988	NPC314186
Remote Similarity	0.5988	NPC250476
Remote Similarity	0.5987	NPC229353
Remote Similarity	0.598	NPC475133
Remote Similarity	0.5978	NPC469915
Remote Similarity	0.5976	NPC314431
Remote Similarity	0.5976	NPC280807
Remote Similarity	0.5976	NPC472245
Remote Similarity	0.5975	NPC257490
Remote Similarity	0.5969	NPC243626
Remote Similarity	0.5969	NPC472209
Remote Similarity	0.5967	NPC472117
Remote Similarity	0.5966	NPC475763
Remote Similarity	0.5959	NPC284706
Remote Similarity	0.5956	NPC182131
Remote Similarity	0.5954	NPC477556
Remote Similarity	0.5947	NPC470317

Drug Structure

NPD2948 OpenBabel08211702562D 29 31 0 0 1 0 0 0 0 0999 V2000 -0.0000 3.6471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5792 0.9118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3688 4.1029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7377 -1.8235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5273 -1.3676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2894 -1.2894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9481 -1.3676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5273 -0.4559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5254 -0.4087 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4087 -1.5254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.7353 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7896 1.3676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9481 -0.4559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7377 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7896 2.2794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7896 1.3676 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0000 0.9118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5792 2.7353 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7896 2.2794 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.7377 0.9118 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.3688 2.2794 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9481 1.3676 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.5273 1.3676 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8424 -0.3489 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5792 3.6471 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8807 0.2360 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2360 -0.8807 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 1.5792 2.7353 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 12 1 0 0 0 0 3 25 1 0 0 0 0 4 5 2 0 0 0 0 4 7 1 0 0 0 0 5 8 1 0 0 0 0 6 9 1 0 0 0 0 6 10 1 0 0 0 0 7 13 2 0 0 0 0 8 14 2 0 0 0 0 9 26 1 0 0 0 0 10 27 1 0 0 0 0 11 15 2 0 0 0 0 11 19 1 0 0 0 0 12 17 2 0 0 0 0 12 19 1 0 0 0 0 13 14 1 0 0 0 0 13 16 1 0 0 0 0 14 20 1 0 0 0 0 15 16 1 0 0 0 0 15 18 1 0 0 0 0 16 17 1 0 0 0 0 17 28 1 0 0 0 0 18 21 2 0 0 0 0 18 25 1 0 0 0 0 19 29 1 0 0 0 0 20 22 2 0 0 0 0 20 23 2 0 0 0 0 24 28 2 0 0 0 0 26 28 1 0 0 0 0 27 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014299
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	408.11
ALogP	-0.1754
MLogP	2.34
XLogP	2.91
HDA	6
HBD	1
Rotatable Bonds	9
TPSA	126.81
RO5 Violation	0