NPASS drugs

Drug Information

Drug ID:	NPD2988
Drug Name:	Chlorphenoxamine Hydrochloride
Molecular Formula:	C18H22ClNO.ClH
Canonical SMILES:	CN(CCOC(c1ccc(cc1)Cl)(c1ccccc1)C)C.Cl
Standard InCHI:	InChI=1S/C18H22ClNO.ClH/c1-18(21-14-13-20(2)3,15-7-5-4-6-8-15)16-9-11-17(19)12-10-16;/h4-12H,13-14H2,1-3H3;1H
Standard InCHIKey:	PAQUKACYLLABHB-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2988

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	117
0.1-0.2	1028
0.2-0.3	3066
0.3-0.4	10253
0.4-0.5	10518
0.5-0.6	5584
0.6-0.7	318
0.7-0.8	5
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8679	NPC316797
Intermediate Similarity	0.7823	NPC255253
Intermediate Similarity	0.7167	NPC24777
Intermediate Similarity	0.7165	NPC316896
Intermediate Similarity	0.7143	NPC165212
Intermediate Similarity	0.7103	NPC95429
Remote Similarity	0.6957	NPC325499
Remote Similarity	0.6923	NPC214200
Remote Similarity	0.6923	NPC228400
Remote Similarity	0.6911	NPC269340
Remote Similarity	0.6885	NPC292758
Remote Similarity	0.6885	NPC65855
Remote Similarity	0.6884	NPC316906
Remote Similarity	0.6833	NPC474559
Remote Similarity	0.6822	NPC321133
Remote Similarity	0.6815	NPC473247
Remote Similarity	0.6696	NPC304760
Remote Similarity	0.6667	NPC471310
Remote Similarity	0.6667	NPC119631
Remote Similarity	0.661	NPC313918
Remote Similarity	0.661	NPC475954
Remote Similarity	0.6606	NPC106313
Remote Similarity	0.6583	NPC60373
Remote Similarity	0.6583	NPC327226
Remote Similarity	0.6583	NPC154905
Remote Similarity	0.6579	NPC213156
Remote Similarity	0.6579	NPC240108
Remote Similarity	0.6577	NPC58616
Remote Similarity	0.6574	NPC328178
Remote Similarity	0.6557	NPC211551
Remote Similarity	0.6547	NPC273984
Remote Similarity	0.6541	NPC27198
Remote Similarity	0.6514	NPC133050
Remote Similarity	0.6504	NPC326801
Remote Similarity	0.6504	NPC92623
Remote Similarity	0.6504	NPC135464
Remote Similarity	0.65	NPC245927
Remote Similarity	0.6493	NPC328267
Remote Similarity	0.6493	NPC211218
Remote Similarity	0.6491	NPC220893
Remote Similarity	0.6491	NPC1793
Remote Similarity	0.6486	NPC304538
Remote Similarity	0.648	NPC273837
Remote Similarity	0.6475	NPC304761
Remote Similarity	0.6475	NPC226778
Remote Similarity	0.6475	NPC150254
Remote Similarity	0.6475	NPC147000
Remote Similarity	0.646	NPC89377
Remote Similarity	0.6446	NPC300166
Remote Similarity	0.6439	NPC263835
Remote Similarity	0.6429	NPC475710
Remote Similarity	0.6429	NPC474354
Remote Similarity	0.6423	NPC154899
Remote Similarity	0.6423	NPC233396
Remote Similarity	0.6418	NPC474283
Remote Similarity	0.6406	NPC176730
Remote Similarity	0.6406	NPC123175
Remote Similarity	0.6406	NPC91452
Remote Similarity	0.6391	NPC476184
Remote Similarity	0.6391	NPC476281
Remote Similarity	0.6387	NPC33168
Remote Similarity	0.6372	NPC474211
Remote Similarity	0.6371	NPC113457
Remote Similarity	0.637	NPC307020
Remote Similarity	0.6364	NPC256369
Remote Similarity	0.6364	NPC43275
Remote Similarity	0.6356	NPC215351
Remote Similarity	0.6356	NPC5472
Remote Similarity	0.6356	NPC20142
Remote Similarity	0.6349	NPC265211
Remote Similarity	0.6349	NPC474272
Remote Similarity	0.6349	NPC306045
Remote Similarity	0.6348	NPC199567
Remote Similarity	0.6348	NPC173443
Remote Similarity	0.6343	NPC14287
Remote Similarity	0.6339	NPC168855
Remote Similarity	0.6333	NPC303611
Remote Similarity	0.6333	NPC108606
Remote Similarity	0.6333	NPC470161
Remote Similarity	0.6333	NPC226096
Remote Similarity	0.6333	NPC290515
Remote Similarity	0.6333	NPC164514
Remote Similarity	0.6328	NPC128368
Remote Similarity	0.6325	NPC265521
Remote Similarity	0.6324	NPC95733
Remote Similarity	0.6324	NPC62101
Remote Similarity	0.6316	NPC476183
Remote Similarity	0.6312	NPC66643
Remote Similarity	0.6308	NPC303370
Remote Similarity	0.6308	NPC244403
Remote Similarity	0.6306	NPC87299
Remote Similarity	0.6306	NPC283012
Remote Similarity	0.6306	NPC329319
Remote Similarity	0.6306	NPC475199
Remote Similarity	0.6306	NPC99394
Remote Similarity	0.6306	NPC103326
Remote Similarity	0.6299	NPC95977
Remote Similarity	0.6296	NPC90577
Remote Similarity	0.6296	NPC151237
Remote Similarity	0.6296	NPC471314
Remote Similarity	0.6296	NPC476278
Remote Similarity	0.6296	NPC471315
Remote Similarity	0.6293	NPC172128
Remote Similarity	0.6283	NPC99482
Remote Similarity	0.6281	NPC98911
Remote Similarity	0.6281	NPC472318
Remote Similarity	0.6279	NPC26524
Remote Similarity	0.6277	NPC29477
Remote Similarity	0.6276	NPC212850
Remote Similarity	0.6276	NPC189724
Remote Similarity	0.6276	NPC83289
Remote Similarity	0.6273	NPC184030
Remote Similarity	0.6273	NPC164449
Remote Similarity	0.6271	NPC23453
Remote Similarity	0.627	NPC146096
Remote Similarity	0.627	NPC201959
Remote Similarity	0.626	NPC19856
Remote Similarity	0.626	NPC234305
Remote Similarity	0.625	NPC476241
Remote Similarity	0.625	NPC476260
Remote Similarity	0.625	NPC231163
Remote Similarity	0.625	NPC172984
Remote Similarity	0.625	NPC166837
Remote Similarity	0.625	NPC318591
Remote Similarity	0.624	NPC472316
Remote Similarity	0.624	NPC474376
Remote Similarity	0.624	NPC472315
Remote Similarity	0.624	NPC475203
Remote Similarity	0.6232	NPC8058
Remote Similarity	0.6231	NPC471318
Remote Similarity	0.623	NPC42211
Remote Similarity	0.6228	NPC93843
Remote Similarity	0.6222	NPC26285
Remote Similarity	0.622	NPC158854
Remote Similarity	0.6218	NPC58674
Remote Similarity	0.6216	NPC117180
Remote Similarity	0.6212	NPC476266
Remote Similarity	0.6212	NPC45794
Remote Similarity	0.621	NPC85977
Remote Similarity	0.621	NPC241224
Remote Similarity	0.6204	NPC476125
Remote Similarity	0.6204	NPC476179
Remote Similarity	0.6204	NPC33402
Remote Similarity	0.6202	NPC153795
Remote Similarity	0.6202	NPC265002
Remote Similarity	0.6202	NPC290353
Remote Similarity	0.6202	NPC42911
Remote Similarity	0.6197	NPC139335
Remote Similarity	0.619	NPC186469
Remote Similarity	0.619	NPC472314
Remote Similarity	0.619	NPC475465
Remote Similarity	0.6186	NPC321956
Remote Similarity	0.6186	NPC128645
Remote Similarity	0.6176	NPC475692
Remote Similarity	0.6174	NPC211237
Remote Similarity	0.6174	NPC198747
Remote Similarity	0.6172	NPC2682
Remote Similarity	0.6172	NPC475852
Remote Similarity	0.6167	NPC21959
Remote Similarity	0.6167	NPC26244
Remote Similarity	0.6165	NPC254233
Remote Similarity	0.6161	NPC121478
Remote Similarity	0.6161	NPC73637
Remote Similarity	0.616	NPC269457
Remote Similarity	0.616	NPC470393
Remote Similarity	0.616	NPC42383
Remote Similarity	0.6159	NPC136112
Remote Similarity	0.6159	NPC320242
Remote Similarity	0.6159	NPC141739
Remote Similarity	0.6154	NPC165106
Remote Similarity	0.6154	NPC1986
Remote Similarity	0.6154	NPC35344
Remote Similarity	0.6154	NPC474544
Remote Similarity	0.6154	NPC141003
Remote Similarity	0.6148	NPC216468
Remote Similarity	0.6148	NPC471576
Remote Similarity	0.6148	NPC325497
Remote Similarity	0.6148	NPC51333
Remote Similarity	0.6148	NPC132078
Remote Similarity	0.6148	NPC78119
Remote Similarity	0.6148	NPC118343
Remote Similarity	0.6143	NPC283079
Remote Similarity	0.6142	NPC469636
Remote Similarity	0.6142	NPC75440
Remote Similarity	0.6142	NPC97811
Remote Similarity	0.614	NPC3210
Remote Similarity	0.6136	NPC9341
Remote Similarity	0.6136	NPC81067
Remote Similarity	0.6131	NPC285394
Remote Similarity	0.6131	NPC475691
Remote Similarity	0.6129	NPC474365
Remote Similarity	0.6129	NPC12870
Remote Similarity	0.6129	NPC24327
Remote Similarity	0.6129	NPC301943
Remote Similarity	0.6127	NPC118419
Remote Similarity	0.6124	NPC234376
Remote Similarity	0.6116	NPC270654
Remote Similarity	0.6116	NPC473388
Remote Similarity	0.6115	NPC218323
Remote Similarity	0.6111	NPC189371

Drug Structure

NPD2988 OpenBabel08211702562D 22 22 0 0 1 0 0 0 0 0999 V2000 4.8660 -3.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -5.6962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2679 -3.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1340 -1.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4019 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2679 -1.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -4.8301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1340 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4019 -1.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -3.0981 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.5359 -1.0981 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -4.8301 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5000 -3.9641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0280 -0.6918 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 18 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 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 11 1 0 0 0 0 9 16 2 0 0 0 0 10 12 2 0 0 0 0 10 16 1 0 0 0 0 11 17 2 0 0 0 0 12 17 1 0 0 0 0 13 14 1 0 0 0 0 13 20 1 0 0 0 0 14 21 1 0 0 0 0 15 18 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 18 21 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	303.14
ALogP	0.9858
MLogP	3.11
XLogP	5.606
HDA	2
HBD	0
Rotatable Bonds	10
TPSA	12.47
RO5 Violation	1