NPASS drugs

Drug Information

Drug ID:	NPD2163
Drug Name:
Molecular Formula:	C16H21NO4
Canonical SMILES:	OC(COc1cccc2c1oc(c2)C(=O)C)C[NH2+]C(C)C
Standard InCHI:	InChI=1S/C16H21NO4/c1-10(2)17-8-13(19)9-20-14-6-4-5-12-7-15(11(3)18)21-16(12)14/h4-7,10,13,17,19H,8-9H2,1-3H3/p+1
Standard InCHIKey:	ZPQPDBIHYCBNIG-UHFFFAOYSA-O
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2163

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	169
0.1-0.2	973
0.2-0.3	3202
0.3-0.4	8093
0.4-0.5	4682
0.5-0.6	5591
0.6-0.7	7668
0.7-0.8	512
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	0.7976	NPC60211
Intermediate Similarity	0.7805	NPC27220
Intermediate Similarity	0.7778	NPC268008
Intermediate Similarity	0.7657	NPC35345
Intermediate Similarity	0.7657	NPC99968
Intermediate Similarity	0.7654	NPC231163
Intermediate Similarity	0.7654	NPC318591
Intermediate Similarity	0.7617	NPC157958
Intermediate Similarity	0.7586	NPC158900
Intermediate Similarity	0.7582	NPC473562
Intermediate Similarity	0.7574	NPC294972
Intermediate Similarity	0.7556	NPC51404
Intermediate Similarity	0.7556	NPC135370
Intermediate Similarity	0.7543	NPC228501
Intermediate Similarity	0.7543	NPC250076
Intermediate Similarity	0.7542	NPC186392
Intermediate Similarity	0.7516	NPC141739
Intermediate Similarity	0.7516	NPC136112
Intermediate Similarity	0.7514	NPC272722
Intermediate Similarity	0.75	NPC472961
Intermediate Similarity	0.75	NPC472962
Intermediate Similarity	0.7486	NPC473282
Intermediate Similarity	0.7486	NPC104380
Intermediate Similarity	0.7486	NPC217602
Intermediate Similarity	0.7485	NPC28326
Intermediate Similarity	0.7471	NPC469540
Intermediate Similarity	0.7471	NPC117463
Intermediate Similarity	0.7471	NPC3273
Intermediate Similarity	0.7471	NPC469539
Intermediate Similarity	0.7458	NPC109238
Intermediate Similarity	0.7457	NPC304954
Intermediate Similarity	0.7443	NPC15764
Intermediate Similarity	0.744	NPC473090
Intermediate Similarity	0.743	NPC36320
Intermediate Similarity	0.7429	NPC261090
Intermediate Similarity	0.7414	NPC84721
Intermediate Similarity	0.7409	NPC67346
Intermediate Similarity	0.7403	NPC329992
Intermediate Similarity	0.7401	NPC139876
Intermediate Similarity	0.7396	NPC213900
Intermediate Similarity	0.7391	NPC107244
Intermediate Similarity	0.7386	NPC294300
Intermediate Similarity	0.7386	NPC476404
Intermediate Similarity	0.7386	NPC26353
Intermediate Similarity	0.7386	NPC317900
Intermediate Similarity	0.7385	NPC126211
Intermediate Similarity	0.7378	NPC204592
Intermediate Similarity	0.7378	NPC139519
Intermediate Similarity	0.7377	NPC329816
Intermediate Similarity	0.7371	NPC300757
Intermediate Similarity	0.7371	NPC180901
Intermediate Similarity	0.7371	NPC80489
Intermediate Similarity	0.736	NPC309335
Intermediate Similarity	0.736	NPC264293
Intermediate Similarity	0.736	NPC216092
Intermediate Similarity	0.736	NPC296540
Intermediate Similarity	0.7356	NPC131121
Intermediate Similarity	0.7353	NPC287495
Intermediate Similarity	0.7353	NPC9370
Intermediate Similarity	0.7353	NPC30890
Intermediate Similarity	0.7349	NPC325625
Intermediate Similarity	0.7345	NPC195832
Intermediate Similarity	0.7337	NPC224165
Intermediate Similarity	0.7333	NPC45449
Intermediate Similarity	0.732	NPC43069
Intermediate Similarity	0.732	NPC140577
Intermediate Similarity	0.7318	NPC474858
Intermediate Similarity	0.7318	NPC19948
Intermediate Similarity	0.7312	NPC104682
Intermediate Similarity	0.7303	NPC243509
Intermediate Similarity	0.7299	NPC471613
Intermediate Similarity	0.7296	NPC320242
Intermediate Similarity	0.7293	NPC191012
Intermediate Similarity	0.7288	NPC52530
Intermediate Similarity	0.7288	NPC471515
Intermediate Similarity	0.7288	NPC471479
Intermediate Similarity	0.7278	NPC39305
Intermediate Similarity	0.7278	NPC1755
Intermediate Similarity	0.7278	NPC59295
Intermediate Similarity	0.7278	NPC263092
Intermediate Similarity	0.7278	NPC1706
Intermediate Similarity	0.7278	NPC472582
Intermediate Similarity	0.7273	NPC475996
Intermediate Similarity	0.7267	NPC299923
Intermediate Similarity	0.7267	NPC472969
Intermediate Similarity	0.7262	NPC908
Intermediate Similarity	0.7262	NPC138438
Intermediate Similarity	0.7253	NPC247973
Intermediate Similarity	0.7247	NPC469479
Intermediate Similarity	0.7247	NPC33320
Intermediate Similarity	0.7243	NPC53917
Intermediate Similarity	0.7243	NPC287243
Intermediate Similarity	0.7241	NPC260582
Intermediate Similarity	0.7238	NPC173149
Intermediate Similarity	0.7238	NPC179015
Intermediate Similarity	0.7232	NPC472461
Intermediate Similarity	0.7232	NPC265511
Intermediate Similarity	0.7232	NPC471500
Intermediate Similarity	0.7232	NPC13858
Intermediate Similarity	0.7232	NPC320825
Intermediate Similarity	0.7232	NPC326037
Intermediate Similarity	0.7232	NPC261484
Intermediate Similarity	0.7231	NPC97086
Intermediate Similarity	0.7225	NPC261548
Intermediate Similarity	0.7225	NPC98809
Intermediate Similarity	0.7225	NPC476394
Intermediate Similarity	0.7222	NPC84515
Intermediate Similarity	0.7222	NPC312056
Intermediate Similarity	0.7222	NPC238995
Intermediate Similarity	0.7219	NPC475566
Intermediate Similarity	0.7216	NPC179126
Intermediate Similarity	0.7216	NPC236223
Intermediate Similarity	0.7216	NPC189130
Intermediate Similarity	0.7216	NPC78326
Intermediate Similarity	0.7216	NPC270620
Intermediate Similarity	0.7209	NPC310259
Intermediate Similarity	0.7207	NPC287328
Intermediate Similarity	0.7207	NPC282009
Intermediate Similarity	0.72	NPC236769
Intermediate Similarity	0.7198	NPC193881
Intermediate Similarity	0.7198	NPC210460
Intermediate Similarity	0.7198	NPC155264
Intermediate Similarity	0.7198	NPC67450
Intermediate Similarity	0.7195	NPC153453
Intermediate Similarity	0.7193	NPC293201
Intermediate Similarity	0.7193	NPC469642
Intermediate Similarity	0.7191	NPC76458
Intermediate Similarity	0.7191	NPC78071
Intermediate Similarity	0.7191	NPC82733
Intermediate Similarity	0.7191	NPC67876
Intermediate Similarity	0.7189	NPC121400
Intermediate Similarity	0.7189	NPC476640
Intermediate Similarity	0.7189	NPC216842
Intermediate Similarity	0.7189	NPC82217
Intermediate Similarity	0.7188	NPC174783
Intermediate Similarity	0.7188	NPC52035
Intermediate Similarity	0.7184	NPC473091
Intermediate Similarity	0.7182	NPC124038
Intermediate Similarity	0.7182	NPC65846
Intermediate Similarity	0.7182	NPC472581
Intermediate Similarity	0.7181	NPC214629
Intermediate Similarity	0.7175	NPC284353
Intermediate Similarity	0.7174	NPC476641
Intermediate Similarity	0.7174	NPC28042
Intermediate Similarity	0.7174	NPC72249
Intermediate Similarity	0.7173	NPC94499
Intermediate Similarity	0.7169	NPC303217
Intermediate Similarity	0.7168	NPC140840
Intermediate Similarity	0.7168	NPC469425
Intermediate Similarity	0.7168	NPC86847
Intermediate Similarity	0.7167	NPC471499
Intermediate Similarity	0.7167	NPC469505
Intermediate Similarity	0.7167	NPC188486
Intermediate Similarity	0.7167	NPC308992
Intermediate Similarity	0.7159	NPC477231
Intermediate Similarity	0.7159	NPC82325
Intermediate Similarity	0.7159	NPC279989
Intermediate Similarity	0.7159	NPC137813
Intermediate Similarity	0.7159	NPC257648
Intermediate Similarity	0.7159	NPC55205
Intermediate Similarity	0.7158	NPC149244
Intermediate Similarity	0.7158	NPC241820
Intermediate Similarity	0.7158	NPC48640
Intermediate Similarity	0.7158	NPC150131
Intermediate Similarity	0.7151	NPC22192
Intermediate Similarity	0.7151	NPC471590
Intermediate Similarity	0.7151	NPC16935
Intermediate Similarity	0.7151	NPC289244
Intermediate Similarity	0.7151	NPC196879
Intermediate Similarity	0.7151	NPC187792
Intermediate Similarity	0.7143	NPC62354
Intermediate Similarity	0.7143	NPC228209
Intermediate Similarity	0.7143	NPC232533
Intermediate Similarity	0.7143	NPC8927
Intermediate Similarity	0.7143	NPC166753
Intermediate Similarity	0.7143	NPC284409
Intermediate Similarity	0.7143	NPC50728
Intermediate Similarity	0.7135	NPC46161
Intermediate Similarity	0.7135	NPC50954
Intermediate Similarity	0.7135	NPC54098
Intermediate Similarity	0.7135	NPC230619
Intermediate Similarity	0.7135	NPC239608
Intermediate Similarity	0.7135	NPC121333
Intermediate Similarity	0.7135	NPC303255
Intermediate Similarity	0.7135	NPC45131
Intermediate Similarity	0.7135	NPC247964
Intermediate Similarity	0.7135	NPC476772
Intermediate Similarity	0.7135	NPC250922
Intermediate Similarity	0.7127	NPC219861
Intermediate Similarity	0.7127	NPC472635
Intermediate Similarity	0.7126	NPC77955
Intermediate Similarity	0.7126	NPC19545
Intermediate Similarity	0.712	NPC152477
Intermediate Similarity	0.712	NPC247136
Intermediate Similarity	0.7119	NPC162351
Intermediate Similarity	0.7119	NPC246328
Intermediate Similarity	0.7119	NPC256346
Intermediate Similarity	0.7119	NPC25127
Intermediate Similarity	0.7119	NPC27532
Intermediate Similarity	0.7119	NPC325028

Drug Structure

NPD2163 OpenBabel08211701392D 24 25 0 0 1 0 0 0 0 0999 V2000 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8660 -4.9049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -0.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -0.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8090 -2.8171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.1340 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 -5.0000 -4.4049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.1340 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0000 -3.4049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 -4.1340 -4.9049 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1910 -2.8171 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 12 1 0 0 0 0 6 14 2 0 0 0 0 7 12 1 0 0 0 0 7 15 2 0 0 0 0 8 13 1 0 0 0 0 8 17 1 0 0 0 0 9 13 1 0 0 0 0 9 20 1 0 0 0 0 10 17 1 0 0 0 0 11 15 1 0 0 0 0 11 18 2 0 0 0 0 12 16 2 0 0 0 0 13 19 1 0 0 0 0 14 16 1 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 17 23 1 0 0 0 0 19 24 1 0 0 0 0 M CHG 1 17 1 M END $$$$

External Identifiers

TTD	DNAP001570
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	38286
ChEBI
CAS Number

Drug Properties

Molecular Weight	292.15
ALogP	-2.4413
MLogP	2.67
XLogP	1.818
HDA	2
HBD	2
Rotatable Bonds	11
TPSA	76.28
RO5 Violation	0