NPASS drugs

Drug Information

Drug ID:	NPD2499
Drug Name:	Chlophedianol Hydrochloride
Molecular Formula:	C17H20ClNO.ClH
Canonical SMILES:	CN(CCC(c1ccccc1Cl)(c1ccccc1)O)C.Cl
Standard InCHI:	InChI=1S/C17H20ClNO.ClH/c1-19(2)13-12-17(20,14-8-4-3-5-9-14)15-10-6-7-11-16(15)18;/h3-11,20H,12-13H2,1-2H3;1H
Standard InCHIKey:	XYGSFNHCFFAJPO-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2499

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	105
0.1-0.2	940
0.2-0.3	3378
0.3-0.4	9979
0.4-0.5	11585
0.5-0.6	4337
0.6-0.7	540
0.7-0.8	26
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	0.7895	NPC292758
Intermediate Similarity	0.7895	NPC65855
Intermediate Similarity	0.7769	NPC316906
Intermediate Similarity	0.75	NPC228400
Intermediate Similarity	0.75	NPC214200
Intermediate Similarity	0.7282	NPC133050
Intermediate Similarity	0.7238	NPC95429
Intermediate Similarity	0.7232	NPC33168
Intermediate Similarity	0.7217	NPC471310
Intermediate Similarity	0.7203	NPC146096
Intermediate Similarity	0.72	NPC321133
Intermediate Similarity	0.7193	NPC289381
Intermediate Similarity	0.7193	NPC155847
Intermediate Similarity	0.7193	NPC316797
Intermediate Similarity	0.717	NPC474354
Intermediate Similarity	0.713	NPC327226
Intermediate Similarity	0.7103	NPC474211
Intermediate Similarity	0.7094	NPC211551
Intermediate Similarity	0.7094	NPC474559
Intermediate Similarity	0.7075	NPC168855
Intermediate Similarity	0.7049	NPC91452
Intermediate Similarity	0.7009	NPC147000
Intermediate Similarity	0.7009	NPC150254
Intermediate Similarity	0.7009	NPC226778
Intermediate Similarity	0.7009	NPC304761
Intermediate Similarity	0.7	NPC172128
Remote Similarity	0.6977	NPC285394
Remote Similarity	0.6935	NPC244403
Remote Similarity	0.6917	NPC24101
Remote Similarity	0.6917	NPC96224
Remote Similarity	0.6916	NPC304538
Remote Similarity	0.6909	NPC1793
Remote Similarity	0.6903	NPC20142
Remote Similarity	0.6903	NPC215351
Remote Similarity	0.6881	NPC198747
Remote Similarity	0.687	NPC164514
Remote Similarity	0.687	NPC303611
Remote Similarity	0.687	NPC108606
Remote Similarity	0.687	NPC290515
Remote Similarity	0.687	NPC226096
Remote Similarity	0.6857	NPC328178
Remote Similarity	0.6846	NPC307020
Remote Similarity	0.6842	NPC26244
Remote Similarity	0.6822	NPC109151
Remote Similarity	0.6803	NPC474149
Remote Similarity	0.6789	NPC203076
Remote Similarity	0.6783	NPC473388
Remote Similarity	0.6777	NPC153690
Remote Similarity	0.6757	NPC199567
Remote Similarity	0.6754	NPC76938
Remote Similarity	0.6754	NPC151715
Remote Similarity	0.675	NPC231705
Remote Similarity	0.6744	NPC316896
Remote Similarity	0.6729	NPC87299
Remote Similarity	0.6729	NPC475199
Remote Similarity	0.6729	NPC329319
Remote Similarity	0.6729	NPC99394
Remote Similarity	0.6729	NPC103326
Remote Similarity	0.6729	NPC283012
Remote Similarity	0.6724	NPC225464
Remote Similarity	0.6721	NPC258056
Remote Similarity	0.672	NPC471318
Remote Similarity	0.6699	NPC189371
Remote Similarity	0.6697	NPC99482
Remote Similarity	0.6696	NPC32714
Remote Similarity	0.6695	NPC51015
Remote Similarity	0.6694	NPC142297
Remote Similarity	0.6691	NPC313663
Remote Similarity	0.6667	NPC12429
Remote Similarity	0.6667	NPC89769
Remote Similarity	0.6667	NPC271440
Remote Similarity	0.6667	NPC126859
Remote Similarity	0.6667	NPC172984
Remote Similarity	0.6667	NPC259665
Remote Similarity	0.6667	NPC92730
Remote Similarity	0.6642	NPC66177
Remote Similarity	0.6642	NPC17374
Remote Similarity	0.6642	NPC8305
Remote Similarity	0.6642	NPC268763
Remote Similarity	0.6639	NPC178902
Remote Similarity	0.6639	NPC19856
Remote Similarity	0.6638	NPC82664
Remote Similarity	0.6638	NPC216520
Remote Similarity	0.6638	NPC292730
Remote Similarity	0.6638	NPC132271
Remote Similarity	0.6636	NPC93843
Remote Similarity	0.6636	NPC117180
Remote Similarity	0.6615	NPC273830
Remote Similarity	0.6614	NPC82963
Remote Similarity	0.6609	NPC58674
Remote Similarity	0.6607	NPC470877
Remote Similarity	0.6594	NPC475318
Remote Similarity	0.6594	NPC79465
Remote Similarity	0.6594	NPC49577
Remote Similarity	0.6594	NPC9687
Remote Similarity	0.6594	NPC476102
Remote Similarity	0.6594	NPC151706
Remote Similarity	0.6594	NPC474787
Remote Similarity	0.6594	NPC273907
Remote Similarity	0.6594	NPC90194
Remote Similarity	0.6594	NPC474811
Remote Similarity	0.6594	NPC293377
Remote Similarity	0.6594	NPC475598
Remote Similarity	0.6594	NPC76785
Remote Similarity	0.6594	NPC260045
Remote Similarity	0.6594	NPC118099
Remote Similarity	0.6594	NPC474855
Remote Similarity	0.6591	NPC255253
Remote Similarity	0.6589	NPC43275
Remote Similarity	0.6579	NPC45040
Remote Similarity	0.6579	NPC128645
Remote Similarity	0.6579	NPC265521
Remote Similarity	0.6577	NPC211237
Remote Similarity	0.6569	NPC3202
Remote Similarity	0.6565	NPC42644
Remote Similarity	0.6562	NPC38458
Remote Similarity	0.6562	NPC311737
Remote Similarity	0.6555	NPC318154
Remote Similarity	0.6552	NPC21959
Remote Similarity	0.6549	NPC280347
Remote Similarity	0.6549	NPC471307
Remote Similarity	0.6549	NPC177420
Remote Similarity	0.6549	NPC74936
Remote Similarity	0.6549	NPC209764
Remote Similarity	0.6549	NPC318325
Remote Similarity	0.6549	NPC159178
Remote Similarity	0.6549	NPC141139
Remote Similarity	0.6549	NPC242240
Remote Similarity	0.6549	NPC78041
Remote Similarity	0.6549	NPC121872
Remote Similarity	0.6549	NPC123273
Remote Similarity	0.6545	NPC3210
Remote Similarity	0.6542	NPC164449
Remote Similarity	0.6542	NPC184030
Remote Similarity	0.6532	NPC313981
Remote Similarity	0.6529	NPC138942
Remote Similarity	0.6525	NPC132078
Remote Similarity	0.6525	NPC125732
Remote Similarity	0.6525	NPC216468
Remote Similarity	0.6525	NPC51333
Remote Similarity	0.6525	NPC78119
Remote Similarity	0.6522	NPC94139
Remote Similarity	0.6522	NPC210497
Remote Similarity	0.6522	NPC3358
Remote Similarity	0.6522	NPC306884
Remote Similarity	0.6522	NPC162314
Remote Similarity	0.6522	NPC147284
Remote Similarity	0.65	NPC68055
Remote Similarity	0.65	NPC168829
Remote Similarity	0.6496	NPC311242
Remote Similarity	0.6493	NPC65310
Remote Similarity	0.6491	NPC55561
Remote Similarity	0.6491	NPC192
Remote Similarity	0.6491	NPC79917
Remote Similarity	0.6475	NPC271274
Remote Similarity	0.6471	NPC294741
Remote Similarity	0.6471	NPC469457
Remote Similarity	0.6471	NPC213730
Remote Similarity	0.6471	NPC124802
Remote Similarity	0.6466	NPC128062
Remote Similarity	0.6466	NPC152415
Remote Similarity	0.6466	NPC316301
Remote Similarity	0.6466	NPC289769
Remote Similarity	0.6466	NPC27323
Remote Similarity	0.6462	NPC268572
Remote Similarity	0.646	NPC25493
Remote Similarity	0.646	NPC113460
Remote Similarity	0.6457	NPC118202
Remote Similarity	0.6446	NPC288411
Remote Similarity	0.6446	NPC324786
Remote Similarity	0.6446	NPC323810
Remote Similarity	0.6444	NPC8058
Remote Similarity	0.6444	NPC218323
Remote Similarity	0.6435	NPC306074
Remote Similarity	0.6435	NPC304541
Remote Similarity	0.6434	NPC283468
Remote Similarity	0.6429	NPC473031
Remote Similarity	0.6423	NPC27252
Remote Similarity	0.6423	NPC472980
Remote Similarity	0.6423	NPC472979
Remote Similarity	0.6422	NPC121478
Remote Similarity	0.6422	NPC14326
Remote Similarity	0.6422	NPC73637
Remote Similarity	0.6417	NPC7686
Remote Similarity	0.6417	NPC91461
Remote Similarity	0.6417	NPC40258
Remote Similarity	0.6415	NPC66655
Remote Similarity	0.6412	NPC326232
Remote Similarity	0.641	NPC274678
Remote Similarity	0.641	NPC3371
Remote Similarity	0.6406	NPC213
Remote Similarity	0.6406	NPC10286
Remote Similarity	0.6406	NPC317254
Remote Similarity	0.6404	NPC258219
Remote Similarity	0.6403	NPC132847
Remote Similarity	0.6393	NPC154899
Remote Similarity	0.6393	NPC243601
Remote Similarity	0.6393	NPC233396
Remote Similarity	0.6393	NPC219286
Remote Similarity	0.6393	NPC99557

Drug Structure

NPD2499 OpenBabel08211702172D 22 22 0 0 1 0 0 0 0 0999 V2000 4.0000 -5.6962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -6.5622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0981 -1.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0981 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2321 -1.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2321 -3.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3660 -1.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -4.8301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3660 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -3.0981 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.5000 -3.0981 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -5.6962 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6340 -3.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5167 -1.3285 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.6340 -4.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 19 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 7 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 14 2 0 0 0 0 9 14 1 0 0 0 0 10 15 2 0 0 0 0 11 16 2 0 0 0 0 12 13 1 0 0 0 0 12 17 1 0 0 0 0 13 19 1 0 0 0 0 14 17 1 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 16 18 1 0 0 0 0 17 20 1 0 0 0 0 20 22 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	289.12
ALogP	-0.0595
MLogP	3
XLogP	5.233
HDA	2
HBD	1
Rotatable Bonds	9
TPSA	23.47
RO5 Violation	1