NPASS drugs

Drug Information

Drug ID:	NPD1884
Drug Name:	Mazindol
Molecular Formula:	C16H13ClN2O
Canonical SMILES:	Clc1ccc(cc1)C1(O)c2ccccc2C2=NCCN12
Standard InCHI:	InChI=1S/C16H13ClN2O/c17-12-7-5-11(6-8-12)16(20)14-4-2-1-3-13(14)15-18-9-10-19(15)16/h1-8,20H,9-10H2
Standard InCHIKey:	ZPXSCAKFGYXMGA-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1884

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	240
0.1-0.2	1344
0.2-0.3	8701
0.3-0.4	9883
0.4-0.5	8766
0.5-0.6	1896
0.6-0.7	60
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	0.6993	NPC273830
Remote Similarity	0.6923	NPC326232
Remote Similarity	0.6846	NPC226662
Remote Similarity	0.6791	NPC471310
Remote Similarity	0.6776	NPC184437
Remote Similarity	0.6569	NPC211551
Remote Similarity	0.6541	NPC33168
Remote Similarity	0.6538	NPC316906
Remote Similarity	0.6528	NPC147957
Remote Similarity	0.6486	NPC109151
Remote Similarity	0.6449	NPC474559
Remote Similarity	0.6389	NPC471318
Remote Similarity	0.6353	NPC476231
Remote Similarity	0.6312	NPC153690
Remote Similarity	0.6296	NPC477890
Remote Similarity	0.6282	NPC3202
Remote Similarity	0.6275	NPC476950
Remote Similarity	0.6268	NPC65855
Remote Similarity	0.6268	NPC292758
Remote Similarity	0.6242	NPC313352
Remote Similarity	0.6212	NPC316108
Remote Similarity	0.6149	NPC476989
Remote Similarity	0.6143	NPC469974
Remote Similarity	0.6139	NPC132847
Remote Similarity	0.6127	NPC476118
Remote Similarity	0.6122	NPC101139
Remote Similarity	0.6115	NPC318154
Remote Similarity	0.6107	NPC198747
Remote Similarity	0.6095	NPC471132
Remote Similarity	0.609	NPC172128
Remote Similarity	0.6084	NPC24101
Remote Similarity	0.6084	NPC96224
Remote Similarity	0.6081	NPC82963
Remote Similarity	0.6069	NPC88970
Remote Similarity	0.6062	NPC325599
Remote Similarity	0.6061	NPC311658
Remote Similarity	0.6061	NPC475578
Remote Similarity	0.6061	NPC44649
Remote Similarity	0.6044	NPC471785
Remote Similarity	0.6043	NPC214200
Remote Similarity	0.6043	NPC228400
Remote Similarity	0.604	NPC311737
Remote Similarity	0.604	NPC38458
Remote Similarity	0.6039	NPC171372
Remote Similarity	0.6038	NPC267237
Remote Similarity	0.6029	NPC108339
Remote Similarity	0.6026	NPC317564
Remote Similarity	0.6022	NPC471195
Remote Similarity	0.6022	NPC471196
Remote Similarity	0.6015	NPC470877
Remote Similarity	0.6014	NPC288232
Remote Similarity	0.6013	NPC476687
Remote Similarity	0.6013	NPC283130
Remote Similarity	0.6013	NPC471314
Remote Similarity	0.6013	NPC476689
Remote Similarity	0.6013	NPC471315
Remote Similarity	0.6013	NPC476685
Remote Similarity	0.6013	NPC328683
Remote Similarity	0.6	NPC265521
Remote Similarity	0.6	NPC471130
Remote Similarity	0.5988	NPC476757
Remote Similarity	0.5988	NPC254798
Remote Similarity	0.5988	NPC153007
Remote Similarity	0.597	NPC141139
Remote Similarity	0.597	NPC209764
Remote Similarity	0.597	NPC159178
Remote Similarity	0.597	NPC78041
Remote Similarity	0.597	NPC121872
Remote Similarity	0.597	NPC74936
Remote Similarity	0.597	NPC471307
Remote Similarity	0.5964	NPC16188
Remote Similarity	0.596	NPC43275
Remote Similarity	0.5956	NPC7067
Remote Similarity	0.5952	NPC237649
Remote Similarity	0.5952	NPC300596
Remote Similarity	0.5951	NPC170170
Remote Similarity	0.5951	NPC219233
Remote Similarity	0.5951	NPC211468
Remote Similarity	0.5951	NPC243162
Remote Similarity	0.5942	NPC311242
Remote Similarity	0.5928	NPC472100
Remote Similarity	0.5926	NPC313694
Remote Similarity	0.5926	NPC242159
Remote Similarity	0.5924	NPC66177
Remote Similarity	0.5924	NPC268763
Remote Similarity	0.5924	NPC8305
Remote Similarity	0.5915	NPC323123
Remote Similarity	0.5909	NPC203076
Remote Similarity	0.5904	NPC472103
Remote Similarity	0.5897	NPC476249
Remote Similarity	0.589	NPC474149
Remote Similarity	0.589	NPC214988
Remote Similarity	0.5889	NPC475594
Remote Similarity	0.5889	NPC165285
Remote Similarity	0.5886	NPC471321
Remote Similarity	0.5886	NPC124802
Remote Similarity	0.5886	NPC471306
Remote Similarity	0.5882	NPC202198
Remote Similarity	0.5882	NPC316896
Remote Similarity	0.5879	NPC475761
Remote Similarity	0.5872	NPC18614
Remote Similarity	0.587	NPC471320
Remote Similarity	0.587	NPC471319
Remote Similarity	0.587	NPC3371
Remote Similarity	0.5868	NPC470824
Remote Similarity	0.5868	NPC83790
Remote Similarity	0.5868	NPC128237
Remote Similarity	0.5868	NPC328824
Remote Similarity	0.5867	NPC470544
Remote Similarity	0.5865	NPC473031
Remote Similarity	0.5864	NPC237227
Remote Similarity	0.5862	NPC164802
Remote Similarity	0.586	NPC478079
Remote Similarity	0.5858	NPC473491
Remote Similarity	0.5856	NPC475607
Remote Similarity	0.5851	NPC51047
Remote Similarity	0.5849	NPC89769
Remote Similarity	0.5849	NPC126859
Remote Similarity	0.5849	NPC259665
Remote Similarity	0.5845	NPC178681
Remote Similarity	0.5843	NPC473922
Remote Similarity	0.5843	NPC208280
Remote Similarity	0.5839	NPC471309
Remote Similarity	0.5839	NPC118202
Remote Similarity	0.5839	NPC322040
Remote Similarity	0.5839	NPC470550
Remote Similarity	0.5833	NPC475532
Remote Similarity	0.5833	NPC231705
Remote Similarity	0.5833	NPC185838
Remote Similarity	0.5833	NPC472414
Remote Similarity	0.5833	NPC4974
Remote Similarity	0.5828	NPC470545
Remote Similarity	0.5824	NPC233702
Remote Similarity	0.5824	NPC228040
Remote Similarity	0.5824	NPC293472
Remote Similarity	0.5824	NPC474081
Remote Similarity	0.5823	NPC469666
Remote Similarity	0.5823	NPC197680
Remote Similarity	0.5823	NPC259098
Remote Similarity	0.5822	NPC258056
Remote Similarity	0.5818	NPC168861
Remote Similarity	0.5816	NPC469457
Remote Similarity	0.5816	NPC289381
Remote Similarity	0.5816	NPC155847
Remote Similarity	0.5814	NPC52475
Remote Similarity	0.5813	NPC325479
Remote Similarity	0.5809	NPC226438
Remote Similarity	0.5809	NPC470926
Remote Similarity	0.5806	NPC472415
Remote Similarity	0.5806	NPC474498
Remote Similarity	0.5804	NPC226778
Remote Similarity	0.5804	NPC150254
Remote Similarity	0.5804	NPC147000
Remote Similarity	0.5804	NPC304761
Remote Similarity	0.5802	NPC118099
Remote Similarity	0.5802	NPC474855
Remote Similarity	0.5802	NPC474811
Remote Similarity	0.5802	NPC151706
Remote Similarity	0.5802	NPC76785
Remote Similarity	0.5802	NPC475598
Remote Similarity	0.5802	NPC79465
Remote Similarity	0.5802	NPC260045
Remote Similarity	0.5802	NPC474787
Remote Similarity	0.5802	NPC273907
Remote Similarity	0.5802	NPC9687
Remote Similarity	0.5802	NPC90194
Remote Similarity	0.5802	NPC475318
Remote Similarity	0.5802	NPC49577
Remote Similarity	0.5802	NPC476102
Remote Similarity	0.5802	NPC293377
Remote Similarity	0.5801	NPC17698
Remote Similarity	0.58	NPC317254
Remote Similarity	0.5796	NPC278097
Remote Similarity	0.5793	NPC37584
Remote Similarity	0.5793	NPC142297
Remote Similarity	0.5792	NPC474041
Remote Similarity	0.5789	NPC320656
Remote Similarity	0.5789	NPC470546
Remote Similarity	0.5782	NPC313981
Remote Similarity	0.578	NPC26601
Remote Similarity	0.5779	NPC284078
Remote Similarity	0.5775	NPC327226
Remote Similarity	0.5774	NPC125852
Remote Similarity	0.5772	NPC474544
Remote Similarity	0.5772	NPC1986
Remote Similarity	0.5772	NPC91452
Remote Similarity	0.5771	NPC469243
Remote Similarity	0.5769	NPC307020
Remote Similarity	0.5765	NPC321505
Remote Similarity	0.5765	NPC191376
Remote Similarity	0.5765	NPC179825
Remote Similarity	0.5765	NPC476151
Remote Similarity	0.5761	NPC39822
Remote Similarity	0.5759	NPC199738
Remote Similarity	0.5759	NPC210950
Remote Similarity	0.5756	NPC274026
Remote Similarity	0.5753	NPC77294
Remote Similarity	0.5752	NPC268572
Remote Similarity	0.5747	NPC141353
Remote Similarity	0.5746	NPC66573

Drug Structure

NPD1884 OpenBabel08211701392D 21 24 0 0 1 0 0 0 0 0999 V2000 2.5271 -2.4090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6978 -2.8956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5204 -1.4475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8618 -2.4207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9395 -2.4292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6295 -0.8923 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8268 -2.8275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5168 -1.2906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8293 1.4595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8408 -1.4616 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6155 -2.2583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6843 -0.9726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8550 -1.4592 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6843 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9726 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.5028 -2.6566 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.6843 0.9729 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 -0.8453 -0.4915 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9530 0.4751 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 13 2 0 0 0 0 4 14 2 0 0 0 0 5 7 1 0 0 0 0 5 11 2 0 0 0 0 6 8 2 0 0 0 0 6 11 1 0 0 0 0 7 12 2 0 0 0 0 8 12 1 0 0 0 0 9 10 1 0 0 0 0 9 18 1 0 0 0 0 10 19 1 0 0 0 0 11 16 1 0 0 0 0 12 17 1 0 0 0 0 13 14 1 0 0 0 0 13 15 1 0 0 0 0 14 16 1 0 0 0 0 15 18 2 0 0 0 0 15 19 1 0 0 0 0 16 19 1 0 0 0 0 16 20 1 0 0 0 0 20 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000722
DrugBank	DB00579
ChEMBL	CHEMBL781
IUPHAR/BPS	4797
PharmaGKB	PA450326
KEGG Drug	D00367
PubChem CID	4020
ChEBI	6702
CAS Number	22232-71-9

Drug Properties

Molecular Weight	284.07
ALogP	-0.3736
MLogP	2.78
XLogP	4.497
HDA	3
HBD	1
Rotatable Bonds	3
TPSA	35.83
RO5 Violation	0