NPASS drugs

Drug Information

Drug ID:	NPD2350
Drug Name:
Molecular Formula:	C17H15Cl2N3O3
Canonical SMILES:	OC(=Nc1ccccc1)N[C@@H]1C[C@H](Nc2c1c(Cl)cc(c2)Cl)C(=O)O
Standard InCHI:	InChI=1S/C17H15Cl2N3O3/c18-9-6-11(19)15-12(7-9)21-14(16(23)24)8-13(15)22-17(25)20-10-4-2-1-3-5-10/h1-7,13-14,21H,8H2,(H,23,24)(H2,20,22,25)/t13-,14+/m1/s1
Standard InCHIKey:	UCKHICKHGAOGAP-KGLIPLIRSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2350

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	203
0.1-0.2	1590
0.2-0.3	9967
0.3-0.4	13779
0.4-0.5	3600
0.5-0.6	1641
0.6-0.7	110
0.7-0.8	0
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
Remote Similarity	0.6778	NPC113056
Remote Similarity	0.6778	NPC138293
Remote Similarity	0.6728	NPC477937
Remote Similarity	0.6627	NPC287358
Remote Similarity	0.6608	NPC43477
Remote Similarity	0.6548	NPC313352
Remote Similarity	0.6543	NPC15573
Remote Similarity	0.6543	NPC217372
Remote Similarity	0.6543	NPC183662
Remote Similarity	0.6524	NPC328611
Remote Similarity	0.6524	NPC248862
Remote Similarity	0.6508	NPC219336
Remote Similarity	0.6455	NPC14849
Remote Similarity	0.6433	NPC132636
Remote Similarity	0.6429	NPC36495
Remote Similarity	0.6421	NPC147298
Remote Similarity	0.6421	NPC131450
Remote Similarity	0.6421	NPC182057
Remote Similarity	0.64	NPC314114
Remote Similarity	0.6387	NPC475685
Remote Similarity	0.6386	NPC58827
Remote Similarity	0.6386	NPC307437
Remote Similarity	0.6386	NPC72473
Remote Similarity	0.6364	NPC471663
Remote Similarity	0.6348	NPC300596
Remote Similarity	0.6348	NPC237649
Remote Similarity	0.6346	NPC313981
Remote Similarity	0.6322	NPC2823
Remote Similarity	0.6304	NPC472102
Remote Similarity	0.6304	NPC309531
Remote Similarity	0.6296	NPC285622
Remote Similarity	0.6277	NPC472118
Remote Similarity	0.627	NPC99632
Remote Similarity	0.627	NPC282339
Remote Similarity	0.6257	NPC472115
Remote Similarity	0.6257	NPC472114
Remote Similarity	0.6257	NPC253476
Remote Similarity	0.625	NPC283219
Remote Similarity	0.625	NPC126709
Remote Similarity	0.625	NPC248041
Remote Similarity	0.6242	NPC319579
Remote Similarity	0.6237	NPC189116
Remote Similarity	0.6234	NPC67043
Remote Similarity	0.623	NPC84317
Remote Similarity	0.6228	NPC322433
Remote Similarity	0.6221	NPC300299
Remote Similarity	0.6218	NPC469896
Remote Similarity	0.6216	NPC68650
Remote Similarity	0.6213	NPC194562
Remote Similarity	0.6207	NPC106118
Remote Similarity	0.6196	NPC61013
Remote Similarity	0.6178	NPC149155
Remote Similarity	0.6178	NPC203468
Remote Similarity	0.6178	NPC110500
Remote Similarity	0.617	NPC182131
Remote Similarity	0.6162	NPC193410
Remote Similarity	0.6162	NPC154478
Remote Similarity	0.6146	NPC267885
Remote Similarity	0.6139	NPC472539
Remote Similarity	0.6139	NPC470787
Remote Similarity	0.6139	NPC472540
Remote Similarity	0.6129	NPC248117
Remote Similarity	0.6127	NPC314835
Remote Similarity	0.6126	NPC177261
Remote Similarity	0.612	NPC295021
Remote Similarity	0.6117	NPC471130
Remote Similarity	0.6108	NPC472542
Remote Similarity	0.6108	NPC472541
Remote Similarity	0.6106	NPC225400
Remote Similarity	0.6096	NPC472121
Remote Similarity	0.6096	NPC88970
Remote Similarity	0.6096	NPC176983
Remote Similarity	0.6092	NPC325599
Remote Similarity	0.6084	NPC268534
Remote Similarity	0.6082	NPC475094
Remote Similarity	0.608	NPC207554
Remote Similarity	0.608	NPC321708
Remote Similarity	0.6077	NPC472538
Remote Similarity	0.6077	NPC470786
Remote Similarity	0.6077	NPC471155
Remote Similarity	0.6073	NPC292265
Remote Similarity	0.6071	NPC470317
Remote Similarity	0.6071	NPC471785
Remote Similarity	0.6071	NPC477159
Remote Similarity	0.6059	NPC209389
Remote Similarity	0.6056	NPC264589
Remote Similarity	0.6056	NPC478039
Remote Similarity	0.6054	NPC476464
Remote Similarity	0.6048	NPC270241
Remote Similarity	0.6048	NPC285192
Remote Similarity	0.6044	NPC473329
Remote Similarity	0.6031	NPC84827
Remote Similarity	0.6031	NPC14113
Remote Similarity	0.6031	NPC145885
Remote Similarity	0.603	NPC473815
Remote Similarity	0.603	NPC181928
Remote Similarity	0.6029	NPC90967
Remote Similarity	0.6022	NPC123241
Remote Similarity	0.602	NPC276430
Remote Similarity	0.6012	NPC192533
Remote Similarity	0.6012	NPC125416
Remote Similarity	0.6011	NPC476231
Remote Similarity	0.601	NPC475594
Remote Similarity	0.601	NPC307396
Remote Similarity	0.6	NPC164859
Remote Similarity	0.6	NPC218594
Remote Similarity	0.6	NPC213468
Remote Similarity	0.6	NPC279527
Remote Similarity	0.6	NPC99043
Remote Similarity	0.6	NPC214960
Remote Similarity	0.599	NPC159963
Remote Similarity	0.599	NPC355
Remote Similarity	0.5989	NPC276085
Remote Similarity	0.5988	NPC471318
Remote Similarity	0.598	NPC235684
Remote Similarity	0.5979	NPC475607
Remote Similarity	0.5979	NPC471743
Remote Similarity	0.597	NPC473298
Remote Similarity	0.5969	NPC223595
Remote Similarity	0.5969	NPC78020
Remote Similarity	0.5969	NPC167724
Remote Similarity	0.5969	NPC224970
Remote Similarity	0.596	NPC471742
Remote Similarity	0.5959	NPC477976
Remote Similarity	0.5957	NPC322644
Remote Similarity	0.5957	NPC225319
Remote Similarity	0.5955	NPC470301
Remote Similarity	0.5954	NPC476685
Remote Similarity	0.5954	NPC476687
Remote Similarity	0.5954	NPC476689
Remote Similarity	0.5951	NPC471199
Remote Similarity	0.5949	NPC474081
Remote Similarity	0.5946	NPC478076
Remote Similarity	0.5944	NPC136002
Remote Similarity	0.5943	NPC173295
Remote Similarity	0.5936	NPC153694
Remote Similarity	0.5936	NPC222029
Remote Similarity	0.5936	NPC211525
Remote Similarity	0.5935	NPC471194
Remote Similarity	0.5935	NPC471193
Remote Similarity	0.5934	NPC254798
Remote Similarity	0.5933	NPC476098
Remote Similarity	0.593	NPC316141
Remote Similarity	0.5928	NPC71684
Remote Similarity	0.5928	NPC470548
Remote Similarity	0.5926	NPC472101
Remote Similarity	0.5926	NPC293458
Remote Similarity	0.5926	NPC472120
Remote Similarity	0.5926	NPC286871
Remote Similarity	0.5926	NPC472117
Remote Similarity	0.5922	NPC472241
Remote Similarity	0.592	NPC175474
Remote Similarity	0.592	NPC284706
Remote Similarity	0.5918	NPC474041
Remote Similarity	0.5918	NPC475761
Remote Similarity	0.5916	NPC278887
Remote Similarity	0.5907	NPC318183
Remote Similarity	0.5905	NPC473376
Remote Similarity	0.5904	NPC148468
Remote Similarity	0.5904	NPC310403
Remote Similarity	0.5904	NPC263709
Remote Similarity	0.5904	NPC63210
Remote Similarity	0.5904	NPC97380
Remote Similarity	0.5904	NPC471122
Remote Similarity	0.5904	NPC243673
Remote Similarity	0.59	NPC62749
Remote Similarity	0.5897	NPC474430
Remote Similarity	0.5897	NPC203202
Remote Similarity	0.5897	NPC264482
Remote Similarity	0.5891	NPC329858
Remote Similarity	0.5891	NPC313293
Remote Similarity	0.5886	NPC474473
Remote Similarity	0.5882	NPC122493
Remote Similarity	0.5882	NPC10781
Remote Similarity	0.5882	NPC324569
Remote Similarity	0.5882	NPC293628
Remote Similarity	0.5877	NPC471191
Remote Similarity	0.5873	NPC474058
Remote Similarity	0.5873	NPC27904
Remote Similarity	0.5871	NPC14994
Remote Similarity	0.5868	NPC317564
Remote Similarity	0.5867	NPC111275
Remote Similarity	0.5866	NPC316202
Remote Similarity	0.5864	NPC474584
Remote Similarity	0.5864	NPC471124
Remote Similarity	0.5864	NPC472106
Remote Similarity	0.5864	NPC304074
Remote Similarity	0.5864	NPC290755
Remote Similarity	0.5864	NPC471771
Remote Similarity	0.5858	NPC35996
Remote Similarity	0.5856	NPC472103
Remote Similarity	0.5855	NPC471778
Remote Similarity	0.5854	NPC288232
Remote Similarity	0.5854	NPC34717
Remote Similarity	0.5854	NPC289299
Remote Similarity	0.5854	NPC57994
Remote Similarity	0.5853	NPC147983
Remote Similarity	0.5853	NPC177996
Remote Similarity	0.5851	NPC477887
Remote Similarity	0.5851	NPC104345

Drug Structure

NPD2350 OpenBabel08211702172D 29 31 0 0 1 0 0 0 0 0999 V2000 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 N 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 2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 10 2 0 0 0 0 5 10 1 0 0 0 0 6 9 2 0 0 0 0 6 11 1 0 0 0 0 7 9 1 0 0 0 0 7 12 2 0 0 0 0 8 13 1 0 0 0 0 8 14 1 0 0 0 0 9 18 1 0 0 0 0 10 20 1 0 0 0 0 11 15 2 0 0 0 0 11 19 1 0 0 0 0 12 15 1 0 0 0 0 12 21 1 0 0 0 0 13 15 1 0 0 0 0 13 22 1 1 0 0 0 14 16 1 6 0 0 0 14 21 1 0 0 0 0 16 23 2 0 0 0 0 16 24 1 0 0 0 0 17 20 2 3 0 0 0 17 22 1 0 0 0 0 17 25 1 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 24 28 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010602
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	121918
ChEBI
CAS Number

Drug Properties

Molecular Weight	379.05
ALogP	0.2584
MLogP	2.45
XLogP	4.239
HDA	6
HBD	4
Rotatable Bonds	8
TPSA	93.95
RO5 Violation	0