NPASS drugs

Drug Information

Drug ID:	NPD2467
Drug Name:	Antazoline
Molecular Formula:	C17H19N3
Canonical SMILES:	c1ccc(cc1)CN(c1ccccc1)CC1=NCCN1
Standard InCHI:	InChI=1S/C17H19N3/c1-3-7-15(8-4-1)13-20(14-17-18-11-12-19-17)16-9-5-2-6-10-16/h1-10H,11-14H2,(H,18,19)
Standard InCHIKey:	REYFJDPCWQRWAA-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2467

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	552
0.1-0.2	6441
0.2-0.3	12303
0.3-0.4	7122
0.4-0.5	2971
0.5-0.6	1198
0.6-0.7	276
0.7-0.8	25
0.8-0.85	2
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	0.8376	NPC288232
Intermediate Similarity	0.8051	NPC296163
Intermediate Similarity	0.7934	NPC192209
Intermediate Similarity	0.7931	NPC164802
Intermediate Similarity	0.7727	NPC7067
Intermediate Similarity	0.7719	NPC291610
Intermediate Similarity	0.768	NPC475915
Intermediate Similarity	0.7603	NPC187036
Intermediate Similarity	0.75	NPC474430
Intermediate Similarity	0.75	NPC313449
Intermediate Similarity	0.7459	NPC314141
Intermediate Similarity	0.7345	NPC108339
Intermediate Similarity	0.7333	NPC302790
Intermediate Similarity	0.7257	NPC469330
Intermediate Similarity	0.7218	NPC9856
Intermediate Similarity	0.7197	NPC145754
Intermediate Similarity	0.7156	NPC229477
Intermediate Similarity	0.7143	NPC313673
Intermediate Similarity	0.7121	NPC252794
Intermediate Similarity	0.7107	NPC434
Intermediate Similarity	0.7107	NPC79618
Intermediate Similarity	0.7068	NPC476950
Intermediate Similarity	0.7064	NPC169016
Intermediate Similarity	0.7063	NPC204141
Intermediate Similarity	0.7023	NPC283130
Intermediate Similarity	0.7023	NPC328683
Intermediate Similarity	0.7008	NPC125416
Remote Similarity	0.6983	NPC471320
Remote Similarity	0.6983	NPC471319
Remote Similarity	0.6972	NPC134825
Remote Similarity	0.6957	NPC300299
Remote Similarity	0.695	NPC2823
Remote Similarity	0.6929	NPC125746
Remote Similarity	0.6906	NPC198988
Remote Similarity	0.6899	NPC264580
Remote Similarity	0.6884	NPC184437
Remote Similarity	0.6864	NPC317642
Remote Similarity	0.6857	NPC218268
Remote Similarity	0.6857	NPC325252
Remote Similarity	0.6842	NPC191444
Remote Similarity	0.6831	NPC88097
Remote Similarity	0.6754	NPC176858
Remote Similarity	0.6752	NPC329430
Remote Similarity	0.6739	NPC476685
Remote Similarity	0.6739	NPC476687
Remote Similarity	0.6739	NPC476689
Remote Similarity	0.6735	NPC114209
Remote Similarity	0.6721	NPC469974
Remote Similarity	0.6715	NPC226662
Remote Similarity	0.6691	NPC101165
Remote Similarity	0.669	NPC83214
Remote Similarity	0.669	NPC136002
Remote Similarity	0.6667	NPC119677
Remote Similarity	0.6667	NPC59084
Remote Similarity	0.6667	NPC2949
Remote Similarity	0.6667	NPC322040
Remote Similarity	0.6667	NPC313362
Remote Similarity	0.6644	NPC206592
Remote Similarity	0.6623	NPC476219
Remote Similarity	0.6623	NPC476297
Remote Similarity	0.6623	NPC470203
Remote Similarity	0.6621	NPC63157
Remote Similarity	0.6621	NPC473868
Remote Similarity	0.6619	NPC207428
Remote Similarity	0.6619	NPC22079
Remote Similarity	0.66	NPC117032
Remote Similarity	0.6597	NPC73767
Remote Similarity	0.6581	NPC108800
Remote Similarity	0.6571	NPC471322
Remote Similarity	0.6571	NPC475450
Remote Similarity	0.6569	NPC250361
Remote Similarity	0.6569	NPC469949
Remote Similarity	0.6558	NPC470204
Remote Similarity	0.6554	NPC143872
Remote Similarity	0.6552	NPC469768
Remote Similarity	0.6552	NPC469779
Remote Similarity	0.6552	NPC469783
Remote Similarity	0.6552	NPC78154
Remote Similarity	0.6552	NPC469767
Remote Similarity	0.6552	NPC469761
Remote Similarity	0.6552	NPC115611
Remote Similarity	0.6552	NPC469784
Remote Similarity	0.6552	NPC469780
Remote Similarity	0.6544	NPC27740
Remote Similarity	0.6525	NPC316104
Remote Similarity	0.6525	NPC162417
Remote Similarity	0.6519	NPC41174
Remote Similarity	0.6514	NPC12857
Remote Similarity	0.6508	NPC77294
Remote Similarity	0.6507	NPC469766
Remote Similarity	0.6503	NPC96102
Remote Similarity	0.65	NPC282398
Remote Similarity	0.65	NPC53044
Remote Similarity	0.6496	NPC166424
Remote Similarity	0.6496	NPC146373
Remote Similarity	0.6496	NPC245244
Remote Similarity	0.6494	NPC475990
Remote Similarity	0.6494	NPC474880
Remote Similarity	0.6494	NPC221786
Remote Similarity	0.6491	NPC258046
Remote Similarity	0.6486	NPC470440
Remote Similarity	0.6483	NPC471574
Remote Similarity	0.6483	NPC110126
Remote Similarity	0.6475	NPC473417
Remote Similarity	0.6475	NPC473762
Remote Similarity	0.6474	NPC247987
Remote Similarity	0.6466	NPC226143
Remote Similarity	0.6466	NPC173991
Remote Similarity	0.6458	NPC105127
Remote Similarity	0.6458	NPC84911
Remote Similarity	0.6454	NPC82295
Remote Similarity	0.6449	NPC478079
Remote Similarity	0.6447	NPC325903
Remote Similarity	0.6447	NPC295021
Remote Similarity	0.6443	NPC288838
Remote Similarity	0.6435	NPC262295
Remote Similarity	0.6434	NPC325599
Remote Similarity	0.6429	NPC20322
Remote Similarity	0.6429	NPC473587
Remote Similarity	0.6424	NPC53947
Remote Similarity	0.6424	NPC33421
Remote Similarity	0.6414	NPC207554
Remote Similarity	0.6408	NPC473930
Remote Similarity	0.64	NPC469811
Remote Similarity	0.64	NPC321617
Remote Similarity	0.64	NPC21605
Remote Similarity	0.6392	NPC49217
Remote Similarity	0.6391	NPC81561
Remote Similarity	0.6389	NPC29886
Remote Similarity	0.6389	NPC261195
Remote Similarity	0.6383	NPC475428
Remote Similarity	0.6379	NPC30445
Remote Similarity	0.6379	NPC111233
Remote Similarity	0.637	NPC471164
Remote Similarity	0.6358	NPC321911
Remote Similarity	0.6356	NPC470926
Remote Similarity	0.6351	NPC20144
Remote Similarity	0.6346	NPC122141
Remote Similarity	0.6346	NPC229173
Remote Similarity	0.6346	NPC68650
Remote Similarity	0.6345	NPC314102
Remote Similarity	0.6345	NPC251722
Remote Similarity	0.6343	NPC54102
Remote Similarity	0.6343	NPC162689
Remote Similarity	0.634	NPC232798
Remote Similarity	0.6338	NPC179365
Remote Similarity	0.6333	NPC63545
Remote Similarity	0.633	NPC271642
Remote Similarity	0.6327	NPC279081
Remote Similarity	0.6327	NPC284635
Remote Similarity	0.6316	NPC148140
Remote Similarity	0.6304	NPC476322
Remote Similarity	0.6296	NPC179605
Remote Similarity	0.6296	NPC279385
Remote Similarity	0.6291	NPC201380
Remote Similarity	0.6291	NPC109787
Remote Similarity	0.6291	NPC179787
Remote Similarity	0.6286	NPC209389
Remote Similarity	0.6282	NPC318065
Remote Similarity	0.6282	NPC206819
Remote Similarity	0.6282	NPC56765
Remote Similarity	0.6275	NPC470233
Remote Similarity	0.6269	NPC240136
Remote Similarity	0.6269	NPC471402
Remote Similarity	0.6269	NPC297486
Remote Similarity	0.6267	NPC314372
Remote Similarity	0.6267	NPC469735
Remote Similarity	0.6266	NPC476118
Remote Similarity	0.626	NPC75496
Remote Similarity	0.6259	NPC104483
Remote Similarity	0.6258	NPC84317
Remote Similarity	0.625	NPC257490
Remote Similarity	0.625	NPC2272
Remote Similarity	0.625	NPC103292
Remote Similarity	0.6242	NPC16659
Remote Similarity	0.6242	NPC190296
Remote Similarity	0.6241	NPC147957
Remote Similarity	0.6241	NPC89490
Remote Similarity	0.6241	NPC472245
Remote Similarity	0.624	NPC178681
Remote Similarity	0.6239	NPC98976
Remote Similarity	0.6234	NPC471132
Remote Similarity	0.6233	NPC150259
Remote Similarity	0.6232	NPC192533
Remote Similarity	0.6232	NPC46358
Remote Similarity	0.6228	NPC21429
Remote Similarity	0.6225	NPC469740
Remote Similarity	0.6222	NPC91958
Remote Similarity	0.6222	NPC291962
Remote Similarity	0.6222	NPC177684
Remote Similarity	0.6218	NPC286427
Remote Similarity	0.6218	NPC216643
Remote Similarity	0.6216	NPC230002
Remote Similarity	0.6212	NPC470550
Remote Similarity	0.621	NPC326792
Remote Similarity	0.6209	NPC24678
Remote Similarity	0.6209	NPC105818
Remote Similarity	0.6204	NPC48564
Remote Similarity	0.6204	NPC265605
Remote Similarity	0.6204	NPC268534

Drug Structure

NPD2467 OpenBabel08211702172D 21 23 0 0 0 0 0 0 0 0999 V2000 -6.1097 -1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -3.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1097 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 -1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 -2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 -2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 -1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 -1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 -1.9067 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 0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 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 -2.6456 -0.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 0.9781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 16 2 0 0 0 0 10 16 1 0 0 0 0 11 12 1 0 0 0 0 11 18 1 0 0 0 0 12 19 1 0 0 0 0 13 15 1 0 0 0 0 13 20 1 0 0 0 0 14 17 1 0 0 0 0 14 20 1 0 0 0 0 16 20 1 0 0 0 0 17 18 2 0 0 0 0 17 19 1 0 0 0 0 19 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001347
DrugBank	DB08799
ChEMBL	CHEMBL1305
IUPHAR/BPS	7116
PharmaGKB	PA165958418
KEGG Drug	D07458
PubChem CID	2200
ChEBI	84115
CAS Number	91-75-8

Drug Properties

Molecular Weight	265.16
ALogP	-0.8546
MLogP	3
XLogP	4.946
HDA	3
HBD	1
Rotatable Bonds	5
TPSA	27.63
RO5 Violation	0