NPASS drugs

Drug Information

Drug ID:	NPD5353
Drug Name:	Amoproxan
Molecular Formula:	C22H35NO7
Canonical SMILES:	COc1cc(cc(c1OC)OC)C(=O)OC(CN1CCOCC1)COCCC(C)C
Standard InCHI:	InChI=1S/C22H35NO7/c1-16(2)6-9-29-15-18(14-23-7-10-28-11-8-23)30-22(24)17-12-19(25-3)21(27-5)20(13-17)26-4/h12-13,16,18H,6-11,14-15H2,1-5H3
Standard InCHIKey:	YOKPRDAUBGOISU-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5353

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	176
0.1-0.2	942
0.2-0.3	2893
0.3-0.4	6798
0.4-0.5	6196
0.5-0.6	3643
0.6-0.7	7918
0.7-0.8	2305
0.8-0.85	12
0.85-0.9	5
0.9-0.95	2
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	0.9221	NPC26353
High Similarity	0.9182	NPC329992
High Similarity	0.8902	NPC473562
High Similarity	0.8868	NPC474858
High Similarity	0.8667	NPC329816
High Similarity	0.8571	NPC288743
High Similarity	0.8571	NPC475566
Intermediate Similarity	0.8457	NPC35345
Intermediate Similarity	0.8438	NPC329640
Intermediate Similarity	0.8387	NPC213482
Intermediate Similarity	0.8367	NPC299010
Intermediate Similarity	0.8239	NPC204580
Intermediate Similarity	0.8192	NPC83019
Intermediate Similarity	0.8182	NPC329717
Intermediate Similarity	0.8146	NPC155098
Intermediate Similarity	0.8129	NPC46180
Intermediate Similarity	0.8063	NPC473091
Intermediate Similarity	0.8059	NPC35680
Intermediate Similarity	0.8037	NPC222185
Intermediate Similarity	0.7987	NPC110899
Intermediate Similarity	0.7987	NPC125417
Intermediate Similarity	0.7987	NPC95679
Intermediate Similarity	0.7987	NPC304747
Intermediate Similarity	0.7987	NPC112068
Intermediate Similarity	0.7987	NPC25305
Intermediate Similarity	0.7975	NPC27106
Intermediate Similarity	0.7973	NPC154275
Intermediate Similarity	0.7963	NPC75695
Intermediate Similarity	0.7963	NPC473732
Intermediate Similarity	0.7963	NPC228662
Intermediate Similarity	0.7962	NPC28326
Intermediate Similarity	0.7935	NPC207516
Intermediate Similarity	0.7914	NPC310661
Intermediate Similarity	0.7914	NPC105827
Intermediate Similarity	0.7914	NPC475116
Intermediate Similarity	0.7908	NPC311339
Intermediate Similarity	0.7907	NPC309692
Intermediate Similarity	0.7898	NPC141440
Intermediate Similarity	0.7885	NPC105525
Intermediate Similarity	0.7885	NPC225036
Intermediate Similarity	0.7885	NPC12218
Intermediate Similarity	0.7885	NPC75763
Intermediate Similarity	0.7882	NPC254053
Intermediate Similarity	0.7875	NPC214239
Intermediate Similarity	0.7857	NPC18646
Intermediate Similarity	0.7831	NPC1913
Intermediate Similarity	0.7831	NPC472860
Intermediate Similarity	0.7821	NPC470962
Intermediate Similarity	0.7818	NPC82592
Intermediate Similarity	0.7818	NPC16082
Intermediate Similarity	0.7818	NPC145425
Intermediate Similarity	0.7806	NPC156892
Intermediate Similarity	0.7799	NPC190587
Intermediate Similarity	0.7799	NPC469978
Intermediate Similarity	0.7799	NPC226738
Intermediate Similarity	0.7799	NPC121573
Intermediate Similarity	0.7799	NPC473090
Intermediate Similarity	0.7799	NPC469615
Intermediate Similarity	0.7799	NPC22176
Intermediate Similarity	0.7791	NPC62354
Intermediate Similarity	0.7784	NPC325122
Intermediate Similarity	0.7784	NPC160780
Intermediate Similarity	0.7784	NPC87317
Intermediate Similarity	0.7784	NPC289811
Intermediate Similarity	0.7778	NPC476394
Intermediate Similarity	0.7778	NPC98809
Intermediate Similarity	0.7771	NPC150227
Intermediate Similarity	0.7765	NPC94499
Intermediate Similarity	0.7764	NPC153620
Intermediate Similarity	0.7764	NPC24257
Intermediate Similarity	0.7763	NPC285776
Intermediate Similarity	0.7758	NPC291510
Intermediate Similarity	0.7758	NPC281477
Intermediate Similarity	0.7758	NPC186507
Intermediate Similarity	0.7758	NPC43872
Intermediate Similarity	0.7758	NPC116850
Intermediate Similarity	0.7758	NPC197188
Intermediate Similarity	0.7758	NPC144801
Intermediate Similarity	0.7758	NPC238672
Intermediate Similarity	0.7756	NPC474274
Intermediate Similarity	0.7756	NPC157944
Intermediate Similarity	0.7751	NPC41009
Intermediate Similarity	0.775	NPC469683
Intermediate Similarity	0.775	NPC293201
Intermediate Similarity	0.7744	NPC151425
Intermediate Similarity	0.7744	NPC474663
Intermediate Similarity	0.7742	NPC72796
Intermediate Similarity	0.7742	NPC211386
Intermediate Similarity	0.7742	NPC44245
Intermediate Similarity	0.7742	NPC38101
Intermediate Similarity	0.774	NPC162694
Intermediate Similarity	0.7738	NPC119125
Intermediate Similarity	0.7738	NPC24627
Intermediate Similarity	0.7738	NPC203020
Intermediate Similarity	0.7738	NPC53889
Intermediate Similarity	0.7738	NPC239966
Intermediate Similarity	0.7738	NPC166277
Intermediate Similarity	0.773	NPC474648
Intermediate Similarity	0.773	NPC238366
Intermediate Similarity	0.7727	NPC304929
Intermediate Similarity	0.7727	NPC156124
Intermediate Similarity	0.7727	NPC1321
Intermediate Similarity	0.7725	NPC190020
Intermediate Similarity	0.7725	NPC84935
Intermediate Similarity	0.7725	NPC77679
Intermediate Similarity	0.7725	NPC108456
Intermediate Similarity	0.7725	NPC158900
Intermediate Similarity	0.7717	NPC286135
Intermediate Similarity	0.7717	NPC202771
Intermediate Similarity	0.7717	NPC2173
Intermediate Similarity	0.7717	NPC119818
Intermediate Similarity	0.7717	NPC328700
Intermediate Similarity	0.7716	NPC472969
Intermediate Similarity	0.7716	NPC294972
Intermediate Similarity	0.7716	NPC470511
Intermediate Similarity	0.7711	NPC199926
Intermediate Similarity	0.7711	NPC471746
Intermediate Similarity	0.7707	NPC239943
Intermediate Similarity	0.7707	NPC44573
Intermediate Similarity	0.7703	NPC288238
Intermediate Similarity	0.7702	NPC136278
Intermediate Similarity	0.7697	NPC169742
Intermediate Similarity	0.7697	NPC153547
Intermediate Similarity	0.7697	NPC146277
Intermediate Similarity	0.7697	NPC19380
Intermediate Similarity	0.7692	NPC209229
Intermediate Similarity	0.7692	NPC113236
Intermediate Similarity	0.7692	NPC472859
Intermediate Similarity	0.7692	NPC311803
Intermediate Similarity	0.7692	NPC214036
Intermediate Similarity	0.7692	NPC25389
Intermediate Similarity	0.7688	NPC229036
Intermediate Similarity	0.7688	NPC134975
Intermediate Similarity	0.7683	NPC29056
Intermediate Similarity	0.7677	NPC37065
Intermediate Similarity	0.7674	NPC227683
Intermediate Similarity	0.7673	NPC58229
Intermediate Similarity	0.7669	NPC63256
Intermediate Similarity	0.7669	NPC10304
Intermediate Similarity	0.7669	NPC476342
Intermediate Similarity	0.7669	NPC183236
Intermediate Similarity	0.7665	NPC250436
Intermediate Similarity	0.7665	NPC477380
Intermediate Similarity	0.7665	NPC104983
Intermediate Similarity	0.7665	NPC291948
Intermediate Similarity	0.7665	NPC88803
Intermediate Similarity	0.7665	NPC301897
Intermediate Similarity	0.7665	NPC300845
Intermediate Similarity	0.7654	NPC195919
Intermediate Similarity	0.7654	NPC120924
Intermediate Similarity	0.7654	NPC216314
Intermediate Similarity	0.7651	NPC25127
Intermediate Similarity	0.7651	NPC287504
Intermediate Similarity	0.7647	NPC285108
Intermediate Similarity	0.7647	NPC33298
Intermediate Similarity	0.764	NPC182842
Intermediate Similarity	0.764	NPC184702
Intermediate Similarity	0.764	NPC113089
Intermediate Similarity	0.764	NPC108455
Intermediate Similarity	0.7636	NPC36130
Intermediate Similarity	0.7636	NPC163883
Intermediate Similarity	0.7636	NPC134905
Intermediate Similarity	0.7636	NPC198615
Intermediate Similarity	0.7636	NPC93498
Intermediate Similarity	0.7633	NPC476373
Intermediate Similarity	0.7633	NPC477164
Intermediate Similarity	0.7628	NPC274613
Intermediate Similarity	0.7628	NPC143649
Intermediate Similarity	0.7628	NPC208760
Intermediate Similarity	0.7625	NPC29536
Intermediate Similarity	0.7625	NPC297985
Intermediate Similarity	0.7625	NPC185607
Intermediate Similarity	0.7622	NPC474305
Intermediate Similarity	0.7619	NPC160512
Intermediate Similarity	0.7619	NPC38779
Intermediate Similarity	0.7619	NPC68324
Intermediate Similarity	0.7619	NPC156818
Intermediate Similarity	0.7619	NPC289322
Intermediate Similarity	0.7619	NPC114179
Intermediate Similarity	0.7619	NPC477885
Intermediate Similarity	0.7616	NPC127604
Intermediate Similarity	0.7613	NPC283823
Intermediate Similarity	0.7613	NPC159418
Intermediate Similarity	0.761	NPC326065
Intermediate Similarity	0.7607	NPC205522
Intermediate Similarity	0.7607	NPC248257
Intermediate Similarity	0.7607	NPC142528
Intermediate Similarity	0.7607	NPC120621
Intermediate Similarity	0.7607	NPC470088
Intermediate Similarity	0.7605	NPC156624
Intermediate Similarity	0.7605	NPC255807
Intermediate Similarity	0.7605	NPC31018
Intermediate Similarity	0.7605	NPC172920
Intermediate Similarity	0.7605	NPC79998
Intermediate Similarity	0.7598	NPC469437
Intermediate Similarity	0.7597	NPC264145
Intermediate Similarity	0.7593	NPC471590
Intermediate Similarity	0.7593	NPC171656
Intermediate Similarity	0.7593	NPC474446
Intermediate Similarity	0.7593	NPC294365

Drug Structure

NPD5353 OpenBabel08211706322D 30 31 0 0 1 0 0 0 0 0999 V2000 6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 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 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 3 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 0.0000 -0.0000 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 2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 16 1 0 0 0 0 3 25 1 0 0 0 0 4 26 1 0 0 0 0 5 27 1 0 0 0 0 6 9 1 0 0 0 0 6 16 1 0 0 0 0 7 10 1 0 0 0 0 7 23 1 0 0 0 0 8 11 1 0 0 0 0 8 23 1 0 0 0 0 9 29 1 0 0 0 0 10 28 1 0 0 0 0 11 28 1 0 0 0 0 12 17 2 0 0 0 0 12 19 1 0 0 0 0 13 17 1 0 0 0 0 13 20 2 0 0 0 0 14 18 1 0 0 0 0 14 23 1 0 0 0 0 15 18 1 0 0 0 0 15 29 1 0 0 0 0 17 22 1 0 0 0 0 18 30 1 0 0 0 0 19 21 2 0 0 0 0 19 25 1 0 0 0 0 20 21 1 0 0 0 0 20 26 1 0 0 0 0 21 27 1 0 0 0 0 22 24 2 0 0 0 0 22 30 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	425.24
ALogP	-0.2258
MLogP	3
XLogP	2.18
HDA	5
HBD	0
Rotatable Bonds	18
TPSA	75.69
RO5 Violation	1