NPASS drugs

Drug Information

Drug ID:	NPD5538
Drug Name:
Molecular Formula:	C23H25Cl2N3
Canonical SMILES:	CN1CCN(CC1)Cc1cc(n(c1C)c1ccc(cc1)Cl)c1ccc(cc1)Cl
Standard InCHI:	InChI=1S/C23H25Cl2N3/c1-17-19(16-27-13-11-26(2)12-14-27)15-23(18-3-5-20(24)6-4-18)28(17)22-9-7-21(25)8-10-22/h3-10,15H,11-14,16H2,1-2H3
Standard InCHIKey:	YWZIODCWLMCMMW-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5538

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	759
0.1-0.2	8159
0.2-0.3	13886
0.3-0.4	4390
0.4-0.5	1789
0.5-0.6	1341
0.6-0.7	446
0.7-0.8	117
0.8-0.85	3
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	0.8387	NPC477591
Intermediate Similarity	0.8243	NPC315348
Intermediate Similarity	0.8243	NPC32002
Intermediate Similarity	0.7961	NPC20144
Intermediate Similarity	0.7911	NPC476464
Intermediate Similarity	0.7885	NPC40070
Intermediate Similarity	0.7852	NPC198988
Intermediate Similarity	0.7763	NPC88097
Intermediate Similarity	0.7763	NPC104483
Intermediate Similarity	0.7748	NPC251722
Intermediate Similarity	0.7748	NPC314102
Intermediate Similarity	0.7736	NPC476219
Intermediate Similarity	0.773	NPC54102
Intermediate Similarity	0.773	NPC162689
Intermediate Similarity	0.7712	NPC59084
Intermediate Similarity	0.7692	NPC314919
Intermediate Similarity	0.7682	NPC325252
Intermediate Similarity	0.7662	NPC473868
Intermediate Similarity	0.7662	NPC63157
Intermediate Similarity	0.766	NPC81561
Intermediate Similarity	0.7655	NPC122718
Intermediate Similarity	0.7625	NPC476297
Intermediate Similarity	0.7597	NPC115611
Intermediate Similarity	0.7597	NPC2949
Intermediate Similarity	0.7589	NPC148140
Intermediate Similarity	0.7557	NPC316018
Intermediate Similarity	0.7557	NPC314058
Intermediate Similarity	0.7532	NPC21605
Intermediate Similarity	0.7516	NPC150259
Intermediate Similarity	0.7515	NPC195507
Intermediate Similarity	0.7515	NPC2165
Intermediate Similarity	0.7485	NPC474880
Intermediate Similarity	0.7485	NPC221786
Intermediate Similarity	0.7485	NPC475990
Intermediate Similarity	0.7484	NPC284635
Intermediate Similarity	0.7465	NPC476566
Intermediate Similarity	0.7458	NPC316359
Intermediate Similarity	0.7458	NPC315617
Intermediate Similarity	0.7439	NPC229173
Intermediate Similarity	0.7438	NPC33421
Intermediate Similarity	0.7421	NPC470111
Intermediate Similarity	0.7417	NPC475450
Intermediate Similarity	0.7405	NPC470440
Intermediate Similarity	0.7391	NPC470233
Intermediate Similarity	0.7379	NPC215519
Intermediate Similarity	0.7358	NPC478186
Intermediate Similarity	0.7351	NPC22079
Intermediate Similarity	0.7349	NPC478182
Intermediate Similarity	0.7346	NPC325903
Intermediate Similarity	0.7338	NPC218268
Intermediate Similarity	0.7333	NPC81229
Intermediate Similarity	0.7333	NPC255229
Intermediate Similarity	0.7315	NPC250361
Intermediate Similarity	0.7312	NPC201380
Intermediate Similarity	0.7312	NPC179787
Intermediate Similarity	0.7296	NPC204141
Intermediate Similarity	0.7289	NPC194881
Intermediate Similarity	0.7285	NPC473587
Intermediate Similarity	0.7278	NPC116961
Intermediate Similarity	0.7267	NPC321911
Intermediate Similarity	0.7255	NPC473930
Intermediate Similarity	0.725	NPC63545
Intermediate Similarity	0.7237	NPC475428
Intermediate Similarity	0.723	NPC46358
Intermediate Similarity	0.7219	NPC473762
Intermediate Similarity	0.7211	NPC182570
Intermediate Similarity	0.7211	NPC48564
Intermediate Similarity	0.7211	NPC265605
Intermediate Similarity	0.7205	NPC469811
Intermediate Similarity	0.72	NPC83381
Intermediate Similarity	0.7197	NPC110126
Intermediate Similarity	0.7197	NPC73767
Intermediate Similarity	0.719	NPC179365
Intermediate Similarity	0.7188	NPC469525
Intermediate Similarity	0.7176	NPC474897
Intermediate Similarity	0.7169	NPC56765
Intermediate Similarity	0.7169	NPC293487
Intermediate Similarity	0.7169	NPC6436
Intermediate Similarity	0.7162	NPC41174
Intermediate Similarity	0.7152	NPC238499
Intermediate Similarity	0.7152	NPC469767
Intermediate Similarity	0.7152	NPC469779
Intermediate Similarity	0.7152	NPC469768
Intermediate Similarity	0.7152	NPC469780
Intermediate Similarity	0.7152	NPC469783
Intermediate Similarity	0.7152	NPC469761
Intermediate Similarity	0.7152	NPC469784
Intermediate Similarity	0.7143	NPC478184
Intermediate Similarity	0.7143	NPC271797
Intermediate Similarity	0.7143	NPC317105
Intermediate Similarity	0.7143	NPC21174
Intermediate Similarity	0.7134	NPC281094
Intermediate Similarity	0.7134	NPC169433
Intermediate Similarity	0.7117	NPC53947
Intermediate Similarity	0.7107	NPC469766
Intermediate Similarity	0.7107	NPC476454
Intermediate Similarity	0.7083	NPC143156
Intermediate Similarity	0.7081	NPC86288
Intermediate Similarity	0.707	NPC471312
Intermediate Similarity	0.707	NPC105127
Intermediate Similarity	0.707	NPC84911
Intermediate Similarity	0.7059	NPC478183
Intermediate Similarity	0.7055	NPC297486
Intermediate Similarity	0.7055	NPC240136
Intermediate Similarity	0.7055	NPC471402
Intermediate Similarity	0.7051	NPC325599
Intermediate Similarity	0.7048	NPC51054
Intermediate Similarity	0.7041	NPC162799
Intermediate Similarity	0.7037	NPC288838
Intermediate Similarity	0.7024	NPC215584
Intermediate Similarity	0.7024	NPC44773
Intermediate Similarity	0.7013	NPC69914
Intermediate Similarity	0.7011	NPC280852
Intermediate Similarity	0.7007	NPC91958
Intermediate Similarity	0.7006	NPC29886
Intermediate Similarity	0.7006	NPC471609
Intermediate Similarity	0.7006	NPC129721
Intermediate Similarity	0.7006	NPC236711
Intermediate Similarity	0.7006	NPC261195
Intermediate Similarity	0.7006	NPC96102
Remote Similarity	0.6986	NPC192209
Remote Similarity	0.6982	NPC478185
Remote Similarity	0.6982	NPC470203
Remote Similarity	0.6981	NPC312092
Remote Similarity	0.6981	NPC316811
Remote Similarity	0.6977	NPC91895
Remote Similarity	0.6974	NPC476140
Remote Similarity	0.6964	NPC318065
Remote Similarity	0.6964	NPC206819
Remote Similarity	0.6962	NPC125746
Remote Similarity	0.6959	NPC56233
Remote Similarity	0.6954	NPC476322
Remote Similarity	0.6948	NPC476131
Remote Similarity	0.6936	NPC82331
Remote Similarity	0.6923	NPC470204
Remote Similarity	0.6923	NPC122141
Remote Similarity	0.6919	NPC317430
Remote Similarity	0.6914	NPC24594
Remote Similarity	0.6914	NPC472122
Remote Similarity	0.6905	NPC477887
Remote Similarity	0.6905	NPC286427
Remote Similarity	0.6905	NPC216643
Remote Similarity	0.6897	NPC161861
Remote Similarity	0.6897	NPC472123
Remote Similarity	0.6894	NPC277157
Remote Similarity	0.689	NPC477134
Remote Similarity	0.6882	NPC225018
Remote Similarity	0.6879	NPC32534
Remote Similarity	0.6875	NPC326575
Remote Similarity	0.6875	NPC28848
Remote Similarity	0.6875	NPC14325
Remote Similarity	0.6871	NPC285731
Remote Similarity	0.6871	NPC314372
Remote Similarity	0.6864	NPC41257
Remote Similarity	0.6859	NPC82295
Remote Similarity	0.6857	NPC329688
Remote Similarity	0.6857	NPC189812
Remote Similarity	0.6852	NPC190296
Remote Similarity	0.6848	NPC2272
Remote Similarity	0.6848	NPC37548
Remote Similarity	0.6842	NPC90723
Remote Similarity	0.6842	NPC27740
Remote Similarity	0.6836	NPC133261
Remote Similarity	0.6833	NPC133003
Remote Similarity	0.6832	NPC279081
Remote Similarity	0.6828	NPC296163
Remote Similarity	0.6826	NPC138842
Remote Similarity	0.6826	NPC200743
Remote Similarity	0.6818	NPC121903
Remote Similarity	0.6818	NPC474958
Remote Similarity	0.681	NPC242556
Remote Similarity	0.6807	NPC24678
Remote Similarity	0.6807	NPC105818
Remote Similarity	0.6798	NPC472105
Remote Similarity	0.6798	NPC187827
Remote Similarity	0.6798	NPC15840
Remote Similarity	0.6796	NPC17273
Remote Similarity	0.6796	NPC141612
Remote Similarity	0.6796	NPC135601
Remote Similarity	0.6795	NPC282398
Remote Similarity	0.6782	NPC65080
Remote Similarity	0.678	NPC234987
Remote Similarity	0.6779	NPC143603
Remote Similarity	0.6778	NPC472294
Remote Similarity	0.6776	NPC290094
Remote Similarity	0.6765	NPC92796
Remote Similarity	0.6765	NPC135141
Remote Similarity	0.6761	NPC471579
Remote Similarity	0.6761	NPC469938
Remote Similarity	0.6761	NPC317054
Remote Similarity	0.6753	NPC469949
Remote Similarity	0.6752	NPC256893
Remote Similarity	0.6747	NPC187951
Remote Similarity	0.6744	NPC247987
Remote Similarity	0.6742	NPC12649
Remote Similarity	0.6728	NPC230002
Remote Similarity	0.6727	NPC143872
Remote Similarity	0.6726	NPC469786
Remote Similarity	0.6726	NPC469763
Remote Similarity	0.6726	NPC259644

Drug Structure

NPD5538 OpenBabel08211708292D 28 31 0 0 0 0 0 0 0 0999 V2000 1.7213 -0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 -0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0823 0.1615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9013 1.8841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0768 0.2661 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8958 1.9886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8080 -1.9316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2257 -2.6361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 -1.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1810 -1.7226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4836 1.1796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2202 -2.7406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 -0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4781 1.2841 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.6269 -3.6542 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 0.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 1.2024 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 1 17 1 0 0 0 0 2 26 1 0 0 0 0 3 5 1 0 0 0 0 3 18 2 0 0 0 0 4 6 2 0 0 0 0 4 18 1 0 0 0 0 5 20 2 0 0 0 0 6 20 1 0 0 0 0 7 9 1 0 0 0 0 7 21 2 0 0 0 0 8 10 2 0 0 0 0 8 21 1 0 0 0 0 9 22 2 0 0 0 0 10 22 1 0 0 0 0 11 13 1 0 0 0 0 11 26 1 0 0 0 0 12 14 1 0 0 0 0 12 26 1 0 0 0 0 13 27 1 0 0 0 0 14 27 1 0 0 0 0 15 19 1 0 0 0 0 15 23 2 0 0 0 0 16 19 1 0 0 0 0 16 27 1 0 0 0 0 17 19 2 0 0 0 0 17 28 1 0 0 0 0 18 23 1 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 22 28 1 0 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003656
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	413.14
ALogP	2.128
MLogP	3.44
XLogP	5.616
HDA	3
HBD	0
Rotatable Bonds	8
TPSA	10.89
RO5 Violation	1