NPASS drugs

Drug Information

Drug ID:	NPD3482
Drug Name:	Acepromazine
Molecular Formula:	C19H22N2OS
Canonical SMILES:	CN(CCCN1c2ccccc2Sc2c1cc(cc2)C(=O)C)C
Standard InCHI:	InChI=1S/C19H22N2OS/c1-14(22)15-9-10-19-17(13-15)21(12-6-11-20(2)3)16-7-4-5-8-18(16)23-19/h4-5,7-10,13H,6,11-12H2,1-3H3
Standard InCHIKey:	NOSIYYJFMPDDSA-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD3482

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	247
0.1-0.2	2224
0.2-0.3	9651
0.3-0.4	12111
0.4-0.5	5306
0.5-0.6	1227
0.6-0.7	112
0.7-0.8	12
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	0.7943	NPC473417
Intermediate Similarity	0.7737	NPC226143
Intermediate Similarity	0.7626	NPC257490
Intermediate Similarity	0.7482	NPC177684
Intermediate Similarity	0.7482	NPC291962
Intermediate Similarity	0.7429	NPC112373
Intermediate Similarity	0.7429	NPC258531
Intermediate Similarity	0.7429	NPC161956
Intermediate Similarity	0.7324	NPC268534
Intermediate Similarity	0.7063	NPC279385
Intermediate Similarity	0.7063	NPC179605
Intermediate Similarity	0.7014	NPC103292
Remote Similarity	0.6992	NPC291610
Remote Similarity	0.6986	NPC192533
Remote Similarity	0.6974	NPC300299
Remote Similarity	0.6966	NPC39818
Remote Similarity	0.6939	NPC470343
Remote Similarity	0.6939	NPC472244
Remote Similarity	0.6929	NPC57051
Remote Similarity	0.6913	NPC150863
Remote Similarity	0.6895	NPC471741
Remote Similarity	0.6867	NPC314431
Remote Similarity	0.6867	NPC280807
Remote Similarity	0.6867	NPC472245
Remote Similarity	0.6859	NPC471574
Remote Similarity	0.6838	NPC167336
Remote Similarity	0.68	NPC209389
Remote Similarity	0.6772	NPC478040
Remote Similarity	0.6765	NPC328877
Remote Similarity	0.673	NPC136002
Remote Similarity	0.673	NPC470822
Remote Similarity	0.6646	NPC117032
Remote Similarity	0.6624	NPC83214
Remote Similarity	0.6623	NPC130655
Remote Similarity	0.6582	NPC207554
Remote Similarity	0.6581	NPC316104
Remote Similarity	0.6581	NPC162417
Remote Similarity	0.6536	NPC187231
Remote Similarity	0.6532	NPC318183
Remote Similarity	0.6519	NPC469560
Remote Similarity	0.6514	NPC471743
Remote Similarity	0.65	NPC172170
Remote Similarity	0.6481	NPC313850
Remote Similarity	0.6478	NPC472243
Remote Similarity	0.6467	NPC254698
Remote Similarity	0.6452	NPC53044
Remote Similarity	0.6442	NPC478039
Remote Similarity	0.6438	NPC2823
Remote Similarity	0.6438	NPC471164
Remote Similarity	0.6429	NPC255909
Remote Similarity	0.6425	NPC470317
Remote Similarity	0.6424	NPC144691
Remote Similarity	0.6392	NPC471123
Remote Similarity	0.6379	NPC472118
Remote Similarity	0.6375	NPC315051
Remote Similarity	0.6374	NPC469741
Remote Similarity	0.6364	NPC321617
Remote Similarity	0.6339	NPC103119
Remote Similarity	0.6319	NPC314186
Remote Similarity	0.6316	NPC27904
Remote Similarity	0.6296	NPC472241
Remote Similarity	0.6279	NPC199737
Remote Similarity	0.6273	NPC130251
Remote Similarity	0.6243	NPC204867
Remote Similarity	0.6242	NPC207428
Remote Similarity	0.6235	NPC470301
Remote Similarity	0.6218	NPC477432
Remote Similarity	0.6218	NPC194562
Remote Similarity	0.6216	NPC313293
Remote Similarity	0.6213	NPC295021
Remote Similarity	0.6201	NPC237188
Remote Similarity	0.6199	NPC113946
Remote Similarity	0.6182	NPC472242
Remote Similarity	0.618	NPC470548
Remote Similarity	0.6178	NPC314098
Remote Similarity	0.6171	NPC214960
Remote Similarity	0.6171	NPC279527
Remote Similarity	0.6169	NPC79698
Remote Similarity	0.6149	NPC265100
Remote Similarity	0.6136	NPC63047
Remote Similarity	0.6136	NPC475248
Remote Similarity	0.6136	NPC70949
Remote Similarity	0.6133	NPC73994
Remote Similarity	0.6131	NPC473329
Remote Similarity	0.6129	NPC322433
Remote Similarity	0.6127	NPC473418
Remote Similarity	0.6127	NPC93653
Remote Similarity	0.6111	NPC157583
Remote Similarity	0.6077	NPC475094
Remote Similarity	0.6071	NPC237649
Remote Similarity	0.6071	NPC300596
Remote Similarity	0.6069	NPC80681
Remote Similarity	0.6067	NPC112336
Remote Similarity	0.6067	NPC313449
Remote Similarity	0.6067	NPC474814
Remote Similarity	0.6061	NPC308197
Remote Similarity	0.6057	NPC271797
Remote Similarity	0.6057	NPC113056
Remote Similarity	0.6057	NPC138293
Remote Similarity	0.6057	NPC21174
Remote Similarity	0.6053	NPC27833
Remote Similarity	0.6047	NPC29285
Remote Similarity	0.6045	NPC473484
Remote Similarity	0.6042	NPC79618
Remote Similarity	0.6042	NPC434
Remote Similarity	0.6038	NPC473962
Remote Similarity	0.6037	NPC301760
Remote Similarity	0.6037	NPC22082
Remote Similarity	0.6037	NPC186284
Remote Similarity	0.6023	NPC299582
Remote Similarity	0.6014	NPC187036
Remote Similarity	0.6013	NPC475915
Remote Similarity	0.6012	NPC61013
Remote Similarity	0.6012	NPC477887
Remote Similarity	0.6	NPC75496
Remote Similarity	0.6	NPC302790
Remote Similarity	0.6	NPC472117
Remote Similarity	0.6	NPC35510
Remote Similarity	0.6	NPC133003
Remote Similarity	0.6	NPC472101
Remote Similarity	0.6	NPC253667
Remote Similarity	0.6	NPC285394
Remote Similarity	0.6	NPC66936
Remote Similarity	0.6	NPC472120
Remote Similarity	0.5989	NPC182131
Remote Similarity	0.5987	NPC476950
Remote Similarity	0.5986	NPC181390
Remote Similarity	0.5979	NPC272458
Remote Similarity	0.5978	NPC292265
Remote Similarity	0.5978	NPC355
Remote Similarity	0.5978	NPC470205
Remote Similarity	0.5977	NPC36495
Remote Similarity	0.5977	NPC193410
Remote Similarity	0.5976	NPC242000
Remote Similarity	0.5975	NPC316746
Remote Similarity	0.5975	NPC126458
Remote Similarity	0.5969	NPC88115
Remote Similarity	0.5968	NPC17273
Remote Similarity	0.5968	NPC141612
Remote Similarity	0.5968	NPC135601
Remote Similarity	0.5967	NPC475607
Remote Similarity	0.5966	NPC328270
Remote Similarity	0.5965	NPC70406
Remote Similarity	0.5965	NPC217021
Remote Similarity	0.5965	NPC470679
Remote Similarity	0.5964	NPC469537
Remote Similarity	0.5963	NPC253476
Remote Similarity	0.5963	NPC313352
Remote Similarity	0.596	NPC192209
Remote Similarity	0.5955	NPC167724
Remote Similarity	0.5955	NPC223595
Remote Similarity	0.5955	NPC224970
Remote Similarity	0.5951	NPC122553
Remote Similarity	0.5949	NPC328590
Remote Similarity	0.5949	NPC106757
Remote Similarity	0.5946	NPC471742
Remote Similarity	0.5944	NPC96901
Remote Similarity	0.5944	NPC38262
Remote Similarity	0.5943	NPC248117
Remote Similarity	0.5943	NPC309531
Remote Similarity	0.5943	NPC472102
Remote Similarity	0.5943	NPC225319
Remote Similarity	0.5934	NPC83774
Remote Similarity	0.5934	NPC474081
Remote Similarity	0.5933	NPC288232
Remote Similarity	0.5932	NPC471130
Remote Similarity	0.5932	NPC472106
Remote Similarity	0.5931	NPC55529
Remote Similarity	0.593	NPC251391
Remote Similarity	0.5926	NPC173295
Remote Similarity	0.5924	NPC252794
Remote Similarity	0.5915	NPC65408
Remote Similarity	0.5912	NPC475594
Remote Similarity	0.5909	NPC88970
Remote Similarity	0.5909	NPC476231
Remote Similarity	0.5909	NPC99632
Remote Similarity	0.5909	NPC293458
Remote Similarity	0.5909	NPC194881
Remote Similarity	0.5909	NPC282339
Remote Similarity	0.5906	NPC313889
Remote Similarity	0.5906	NPC296163
Remote Similarity	0.5906	NPC473878
Remote Similarity	0.5906	NPC243756
Remote Similarity	0.5906	NPC154602
Remote Similarity	0.5902	NPC474815
Remote Similarity	0.5892	NPC243058
Remote Similarity	0.5886	NPC58827
Remote Similarity	0.5886	NPC154478
Remote Similarity	0.5886	NPC72473
Remote Similarity	0.5886	NPC276085
Remote Similarity	0.5886	NPC307437
Remote Similarity	0.5882	NPC105811
Remote Similarity	0.5882	NPC109787
Remote Similarity	0.5873	NPC324091
Remote Similarity	0.587	NPC61011
Remote Similarity	0.587	NPC246757
Remote Similarity	0.587	NPC291070
Remote Similarity	0.587	NPC286994
Remote Similarity	0.587	NPC298320
Remote Similarity	0.5862	NPC84317

Drug Structure

NPD3482 OpenBabel08211703112D 23 25 0 0 0 0 0 0 0 0999 V2000 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 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 0.8660 -3.5000 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 -1.7321 0.0000 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 0.8660 -4.5000 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 1.7321 -2.0000 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 2.5981 -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 0.8660 -1.5000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 N 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 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 20 1 0 0 0 0 3 20 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 11 1 0 0 0 0 6 12 1 0 0 0 0 7 16 2 0 0 0 0 8 18 2 0 0 0 0 9 10 2 0 0 0 0 9 15 1 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 21 1 0 0 0 0 13 15 2 0 0 0 0 13 17 1 0 0 0 0 14 15 1 0 0 0 0 14 22 2 0 0 0 0 16 18 1 0 0 0 0 16 21 1 0 0 0 0 17 19 2 0 0 0 0 17 21 1 0 0 0 0 18 23 1 0 0 0 0 19 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB01614
ChEMBL	CHEMBL39560
IUPHAR/BPS
PharmaGKB	PA164783999
KEGG Drug	D02604
PubChem CID
ChEBI	44932
CAS Number	61-00-7

Drug Properties

Molecular Weight	326.15
ALogP	0.3029
MLogP	3.11
XLogP	3.863
HDA	3
HBD	0
Rotatable Bonds	8
TPSA	48.85
RO5 Violation	0