NPASS drugs

Drug Information

Drug ID:	NPD4969
Drug Name:
Molecular Formula:	C22H23Cl2N3OS
Canonical SMILES:	CN1CCN(CC1)c1ccccc1/C=C/1SCCN(C1=O)c1ccc(c(c1)Cl)Cl
Standard InCHI:	InChI=1S/C22H23Cl2N3OS/c1-25-8-10-26(11-9-25)20-5-3-2-4-16(20)14-21-22(28)27(12-13-29-21)17-6-7-18(23)19(24)15-17/h2-7,14-15H,8-13H2,1H3/b21-14-
Standard InCHIKey:	LHYMPSWMHXUWSK-STZFKDTASA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4969

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	356
0.1-0.2	4017
0.2-0.3	12552
0.3-0.4	10236
0.4-0.5	3086
0.5-0.6	595
0.6-0.7	47
0.7-0.8	1
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	0.7368	NPC325599
Remote Similarity	0.6645	NPC473417
Remote Similarity	0.6619	NPC291610
Remote Similarity	0.6522	NPC469560
Remote Similarity	0.6478	NPC313352
Remote Similarity	0.6447	NPC475915
Remote Similarity	0.6442	NPC470301
Remote Similarity	0.638	NPC130251
Remote Similarity	0.6358	NPC228515
Remote Similarity	0.634	NPC257490
Remote Similarity	0.6301	NPC477887
Remote Similarity	0.6296	NPC471123
Remote Similarity	0.6275	NPC316582
Remote Similarity	0.6273	NPC316104
Remote Similarity	0.6273	NPC162417
Remote Similarity	0.6272	NPC109787
Remote Similarity	0.6257	NPC117032
Remote Similarity	0.6209	NPC177684
Remote Similarity	0.6209	NPC226143
Remote Similarity	0.6209	NPC291962
Remote Similarity	0.6169	NPC258531
Remote Similarity	0.6169	NPC161956
Remote Similarity	0.6169	NPC112373
Remote Similarity	0.6159	NPC473661
Remote Similarity	0.6149	NPC53044
Remote Similarity	0.6145	NPC301760
Remote Similarity	0.6145	NPC22082
Remote Similarity	0.6145	NPC186284
Remote Similarity	0.6139	NPC252794
Remote Similarity	0.6135	NPC300299
Remote Similarity	0.6133	NPC296163
Remote Similarity	0.6125	NPC187231
Remote Similarity	0.6105	NPC66936
Remote Similarity	0.6101	NPC469949
Remote Similarity	0.6078	NPC192209
Remote Similarity	0.6078	NPC313449
Remote Similarity	0.6071	NPC469537
Remote Similarity	0.6065	NPC317564
Remote Similarity	0.6056	NPC475248
Remote Similarity	0.6056	NPC63047
Remote Similarity	0.6054	NPC20322
Remote Similarity	0.6047	NPC473329
Remote Similarity	0.6038	NPC250476
Remote Similarity	0.6024	NPC83214
Remote Similarity	0.6022	NPC91895
Remote Similarity	0.6014	NPC75496
Remote Similarity	0.6012	NPC243756
Remote Similarity	0.6012	NPC154602
Remote Similarity	0.5988	NPC231382
Remote Similarity	0.5987	NPC268534
Remote Similarity	0.5974	NPC31651
Remote Similarity	0.5952	NPC471164
Remote Similarity	0.5934	NPC116961
Remote Similarity	0.5932	NPC222029
Remote Similarity	0.5922	NPC194881
Remote Similarity	0.5921	NPC187036
Remote Similarity	0.5918	NPC473418
Remote Similarity	0.5917	NPC238499
Remote Similarity	0.5912	NPC17497
Remote Similarity	0.5912	NPC305602
Remote Similarity	0.5909	NPC125416
Remote Similarity	0.5901	NPC476950
Remote Similarity	0.5899	NPC276085
Remote Similarity	0.5889	NPC478182
Remote Similarity	0.5889	NPC328270
Remote Similarity	0.5872	NPC470440
Remote Similarity	0.587	NPC242269
Remote Similarity	0.5862	NPC326792
Remote Similarity	0.586	NPC279385
Remote Similarity	0.586	NPC179605
Remote Similarity	0.5848	NPC470822
Remote Similarity	0.5844	NPC288232
Remote Similarity	0.5838	NPC478186
Remote Similarity	0.5823	NPC103292
Remote Similarity	0.5817	NPC57051
Remote Similarity	0.5812	NPC17273
Remote Similarity	0.5812	NPC135601
Remote Similarity	0.5812	NPC141612
Remote Similarity	0.5808	NPC267508
Remote Similarity	0.5802	NPC478079
Remote Similarity	0.58	NPC302790
Remote Similarity	0.5799	NPC315051
Remote Similarity	0.5798	NPC286994
Remote Similarity	0.5797	NPC53492
Remote Similarity	0.5795	NPC122106
Remote Similarity	0.5795	NPC285381
Remote Similarity	0.5789	NPC308197
Remote Similarity	0.5787	NPC476464
Remote Similarity	0.5786	NPC39818
Remote Similarity	0.5765	NPC471574
Remote Similarity	0.5765	NPC2823
Remote Similarity	0.5765	NPC315348
Remote Similarity	0.5765	NPC32002
Remote Similarity	0.5763	NPC478076
Remote Similarity	0.5758	NPC207428
Remote Similarity	0.5754	NPC104345
Remote Similarity	0.5754	NPC113946
Remote Similarity	0.5732	NPC9856
Remote Similarity	0.5732	NPC320656
Remote Similarity	0.5722	NPC293487
Remote Similarity	0.5722	NPC128582
Remote Similarity	0.5722	NPC477591
Remote Similarity	0.5706	NPC207554
Remote Similarity	0.5699	NPC161861
Remote Similarity	0.5699	NPC473743
Remote Similarity	0.5698	NPC469536
Remote Similarity	0.5698	NPC478040
Remote Similarity	0.5691	NPC14325
Remote Similarity	0.5691	NPC28848
Remote Similarity	0.5689	NPC184437
Remote Similarity	0.5683	NPC472106
Remote Similarity	0.5674	NPC281094
Remote Similarity	0.5671	NPC209389
Remote Similarity	0.5665	NPC136002
Remote Similarity	0.5665	NPC20144
Remote Similarity	0.5659	NPC472120
Remote Similarity	0.5659	NPC472101
Remote Similarity	0.5657	NPC212799
Remote Similarity	0.5657	NPC254798
Remote Similarity	0.5652	NPC475920
Remote Similarity	0.5652	NPC478183
Remote Similarity	0.5648	NPC473615
Remote Similarity	0.5645	NPC318183
Remote Similarity	0.5635	NPC471122
Remote Similarity	0.5633	NPC264580
Remote Similarity	0.5629	NPC79618
Remote Similarity	0.5625	NPC242000
Remote Similarity	0.5625	NPC321617
Remote Similarity	0.5619	NPC229484
Remote Similarity	0.5617	NPC192533
Remote Similarity	0.5611	NPC29285
Remote Similarity	0.5611	NPC84317
Remote Similarity	0.5607	NPC277157
Remote Similarity	0.5604	NPC320064

Drug Structure

NPD4969 OpenBabel08211706322D 29 32 0 0 0 0 0 0 0 0999 V2000 4.3301 4.5000 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 5.1962 -1.0000 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 5.1962 0.0000 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 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 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 0.0000 -1.0000 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 2.5981 0.5000 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 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 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 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 16 2 0 0 0 0 5 20 2 0 0 0 0 6 7 2 0 0 0 0 6 17 1 0 0 0 0 7 18 1 0 0 0 0 8 10 1 0 0 0 0 8 25 1 0 0 0 0 9 11 1 0 0 0 0 9 25 1 0 0 0 0 10 26 1 0 0 0 0 11 26 1 0 0 0 0 12 13 1 0 0 0 0 12 27 1 0 0 0 0 13 29 1 0 0 0 0 14 16 1 0 0 0 0 14 21 2 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 17 27 1 0 0 0 0 18 19 2 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 20 26 1 0 0 0 0 21 22 1 0 0 0 0 21 29 1 0 0 0 0 22 27 1 0 0 0 0 22 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000793
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6506051
ChEBI
CAS Number

Drug Properties

Molecular Weight	447.09
ALogP	1.6637
MLogP	3.11
XLogP	4.969
HDA	4
HBD	0
Rotatable Bonds	6
TPSA	52.09
RO5 Violation	0