NPASS drugs

Drug Information

Drug ID:	NPD4204
Drug Name:	Dibucaine
Molecular Formula:	C20H29N3O2
Canonical SMILES:	CCCCOc1nc2ccccc2c(c1)C(=NCCN(CC)CC)O
Standard InCHI:	InChI=1S/C20H29N3O2/c1-4-7-14-25-19-15-17(16-10-8-9-11-18(16)22-19)20(24)21-12-13-23(5-2)6-3/h8-11,15H,4-7,12-14H2,1-3H3,(H,21,24)
Standard InCHIKey:	PUFQVTATUTYEAL-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4204

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	271
0.1-0.2	1825
0.2-0.3	9821
0.3-0.4	3017
0.4-0.5	10954
0.5-0.6	3182
0.6-0.7	1436
0.7-0.8	360
0.8-0.85	23
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	0.8765	NPC283152
Intermediate Similarity	0.8382	NPC288943
Intermediate Similarity	0.8371	NPC66083
Intermediate Similarity	0.8364	NPC26872
Intermediate Similarity	0.8342	NPC472111
Intermediate Similarity	0.8284	NPC177404
Intermediate Similarity	0.8242	NPC79293
Intermediate Similarity	0.8242	NPC279401
Intermediate Similarity	0.8214	NPC26850
Intermediate Similarity	0.8211	NPC469589
Intermediate Similarity	0.8101	NPC62069
Intermediate Similarity	0.8053	NPC474145
Intermediate Similarity	0.8053	NPC475841
Intermediate Similarity	0.8041	NPC471080
Intermediate Similarity	0.8041	NPC469592
Intermediate Similarity	0.8037	NPC60553
Intermediate Similarity	0.8023	NPC211997
Intermediate Similarity	0.8011	NPC194040
Intermediate Similarity	0.8	NPC165349
Intermediate Similarity	0.8	NPC329708
Intermediate Similarity	0.8	NPC118832
Intermediate Similarity	0.8	NPC264166
Intermediate Similarity	0.8	NPC47059
Intermediate Similarity	0.8	NPC274291
Intermediate Similarity	0.7966	NPC134586
Intermediate Similarity	0.7956	NPC42591
Intermediate Similarity	0.7947	NPC223427
Intermediate Similarity	0.791	NPC312872
Intermediate Similarity	0.7879	NPC469594
Intermediate Similarity	0.7876	NPC475910
Intermediate Similarity	0.7845	NPC176127
Intermediate Similarity	0.7816	NPC118511
Intermediate Similarity	0.7806	NPC472098
Intermediate Similarity	0.7797	NPC158129
Intermediate Similarity	0.7789	NPC329793
Intermediate Similarity	0.7789	NPC249040
Intermediate Similarity	0.7766	NPC251090
Intermediate Similarity	0.7754	NPC307963
Intermediate Similarity	0.7735	NPC222592
Intermediate Similarity	0.7735	NPC168486
Intermediate Similarity	0.7725	NPC267928
Intermediate Similarity	0.7716	NPC264176
Intermediate Similarity	0.7711	NPC128115
Intermediate Similarity	0.7705	NPC84478
Intermediate Similarity	0.7696	NPC176538
Intermediate Similarity	0.7696	NPC329747
Intermediate Similarity	0.7692	NPC470931
Intermediate Similarity	0.7692	NPC219963
Intermediate Similarity	0.7684	NPC44161
Intermediate Similarity	0.768	NPC476106
Intermediate Similarity	0.7668	NPC475774
Intermediate Similarity	0.7654	NPC471294
Intermediate Similarity	0.7647	NPC92111
Intermediate Similarity	0.7647	NPC469390
Intermediate Similarity	0.7644	NPC84508
Intermediate Similarity	0.7641	NPC53344
Intermediate Similarity	0.7635	NPC280272
Intermediate Similarity	0.7634	NPC110741
Intermediate Similarity	0.7632	NPC243834
Intermediate Similarity	0.7632	NPC70956
Intermediate Similarity	0.7617	NPC291535
Intermediate Similarity	0.7617	NPC475085
Intermediate Similarity	0.7617	NPC295898
Intermediate Similarity	0.7617	NPC475112
Intermediate Similarity	0.7606	NPC195268
Intermediate Similarity	0.7606	NPC133140
Intermediate Similarity	0.7604	NPC315957
Intermediate Similarity	0.7602	NPC82548
Intermediate Similarity	0.76	NPC148183
Intermediate Similarity	0.76	NPC152768
Intermediate Similarity	0.7596	NPC266551
Intermediate Similarity	0.7596	NPC161887
Intermediate Similarity	0.7594	NPC76748
Intermediate Similarity	0.7588	NPC478074
Intermediate Similarity	0.7586	NPC310118
Intermediate Similarity	0.7584	NPC317430
Intermediate Similarity	0.7574	NPC213530
Intermediate Similarity	0.7574	NPC193267
Intermediate Similarity	0.7565	NPC232727
Intermediate Similarity	0.7563	NPC174672
Intermediate Similarity	0.7552	NPC476578
Intermediate Similarity	0.7552	NPC4071
Intermediate Similarity	0.7552	NPC476582
Intermediate Similarity	0.7552	NPC128823
Intermediate Similarity	0.7542	NPC126481
Intermediate Similarity	0.754	NPC296527
Intermediate Similarity	0.7538	NPC202605
Intermediate Similarity	0.7538	NPC112206
Intermediate Similarity	0.7537	NPC132642
Intermediate Similarity	0.7537	NPC472099
Intermediate Similarity	0.7529	NPC161292
Intermediate Similarity	0.7527	NPC61350
Intermediate Similarity	0.7527	NPC204385
Intermediate Similarity	0.7525	NPC471304
Intermediate Similarity	0.7514	NPC303225
Intermediate Similarity	0.7514	NPC320394
Intermediate Similarity	0.7513	NPC280964
Intermediate Similarity	0.7513	NPC141915
Intermediate Similarity	0.7513	NPC19872
Intermediate Similarity	0.7513	NPC114335
Intermediate Similarity	0.75	NPC118776
Intermediate Similarity	0.75	NPC121658
Intermediate Similarity	0.75	NPC81229
Intermediate Similarity	0.75	NPC255229
Intermediate Similarity	0.75	NPC72211
Intermediate Similarity	0.75	NPC14651
Intermediate Similarity	0.75	NPC206201
Intermediate Similarity	0.7488	NPC110151
Intermediate Similarity	0.7487	NPC476138
Intermediate Similarity	0.7487	NPC245816
Intermediate Similarity	0.7475	NPC174758
Intermediate Similarity	0.7474	NPC289786
Intermediate Similarity	0.7473	NPC203754
Intermediate Similarity	0.7473	NPC150048
Intermediate Similarity	0.7473	NPC472122
Intermediate Similarity	0.7473	NPC24594
Intermediate Similarity	0.7462	NPC193238
Intermediate Similarity	0.7459	NPC259545
Intermediate Similarity	0.7458	NPC47298
Intermediate Similarity	0.7458	NPC315214
Intermediate Similarity	0.7457	NPC153769
Intermediate Similarity	0.745	NPC26679
Intermediate Similarity	0.745	NPC203168
Intermediate Similarity	0.7449	NPC476581
Intermediate Similarity	0.7449	NPC16452
Intermediate Similarity	0.7449	NPC285558
Intermediate Similarity	0.7449	NPC36229
Intermediate Similarity	0.7446	NPC478032
Intermediate Similarity	0.7444	NPC476518
Intermediate Similarity	0.7438	NPC303658
Intermediate Similarity	0.7437	NPC290689
Intermediate Similarity	0.7437	NPC219664
Intermediate Similarity	0.7432	NPC326575
Intermediate Similarity	0.7426	NPC470799
Intermediate Similarity	0.7426	NPC8022
Intermediate Similarity	0.7424	NPC287208
Intermediate Similarity	0.7423	NPC234197
Intermediate Similarity	0.7423	NPC11017
Intermediate Similarity	0.7416	NPC32028
Intermediate Similarity	0.7416	NPC159319
Intermediate Similarity	0.7413	NPC316181
Intermediate Similarity	0.7413	NPC266931
Intermediate Similarity	0.7413	NPC476287
Intermediate Similarity	0.7413	NPC151781
Intermediate Similarity	0.7413	NPC74562
Intermediate Similarity	0.7398	NPC162484
Intermediate Similarity	0.7396	NPC70259
Intermediate Similarity	0.7396	NPC13880
Intermediate Similarity	0.7391	NPC72980
Intermediate Similarity	0.7391	NPC232340
Intermediate Similarity	0.7389	NPC305984
Intermediate Similarity	0.7385	NPC470586
Intermediate Similarity	0.7374	NPC471178
Intermediate Similarity	0.7374	NPC193777
Intermediate Similarity	0.7371	NPC287437
Intermediate Similarity	0.7371	NPC280714
Intermediate Similarity	0.7366	NPC133306
Intermediate Similarity	0.7363	NPC48353
Intermediate Similarity	0.736	NPC475070
Intermediate Similarity	0.7358	NPC224928
Intermediate Similarity	0.7351	NPC187827
Intermediate Similarity	0.7351	NPC472105
Intermediate Similarity	0.735	NPC167860
Intermediate Similarity	0.735	NPC11464
Intermediate Similarity	0.735	NPC269367
Intermediate Similarity	0.735	NPC123976
Intermediate Similarity	0.7347	NPC66815
Intermediate Similarity	0.7347	NPC135887
Intermediate Similarity	0.7347	NPC199277
Intermediate Similarity	0.7344	NPC205934
Intermediate Similarity	0.7344	NPC43787
Intermediate Similarity	0.734	NPC171171
Intermediate Similarity	0.7333	NPC477019
Intermediate Similarity	0.733	NPC141353
Intermediate Similarity	0.733	NPC477532
Intermediate Similarity	0.733	NPC60621
Intermediate Similarity	0.7318	NPC476118
Intermediate Similarity	0.7313	NPC208284
Intermediate Similarity	0.731	NPC469440
Intermediate Similarity	0.7308	NPC473449
Intermediate Similarity	0.7306	NPC473053
Intermediate Similarity	0.7303	NPC285635
Intermediate Similarity	0.73	NPC185782
Intermediate Similarity	0.7297	NPC133261
Intermediate Similarity	0.7296	NPC31930
Intermediate Similarity	0.7292	NPC226202
Intermediate Similarity	0.7287	NPC62510
Intermediate Similarity	0.7287	NPC314002
Intermediate Similarity	0.7286	NPC476997
Intermediate Similarity	0.7286	NPC313189
Intermediate Similarity	0.7283	NPC84347
Intermediate Similarity	0.7283	NPC56618
Intermediate Similarity	0.7282	NPC18487
Intermediate Similarity	0.7282	NPC477533
Intermediate Similarity	0.7277	NPC316981
Intermediate Similarity	0.7277	NPC94157
Intermediate Similarity	0.7273	NPC472110
Intermediate Similarity	0.7273	NPC139291
Intermediate Similarity	0.7273	NPC472109
Intermediate Similarity	0.7273	NPC472108

Drug Structure

NPD4204 OpenBabel08211704332D 26 27 0 0 0 0 0 0 0 0999 V2000 -4.3301 1.5000 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 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 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 4.3301 3.5000 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 2.5981 1.5000 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 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 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 -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 0.8660 1.5000 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 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 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 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 3.4641 3.0000 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 -0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 5 23 1 0 0 0 0 6 23 1 0 0 0 0 7 14 1 0 0 0 0 8 9 2 0 0 0 0 8 10 1 0 0 0 0 9 11 1 0 0 0 0 10 16 2 0 0 0 0 11 18 2 0 0 0 0 12 13 1 0 0 0 0 12 21 1 0 0 0 0 13 23 1 0 0 0 0 14 25 1 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 17 20 1 0 0 0 0 18 22 1 0 0 0 0 19 22 2 0 0 0 0 19 25 1 0 0 0 0 20 21 2 3 0 0 0 20 24 1 0 0 0 0 24 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000507
DrugBank	DB00527
ChEMBL	CHEMBL1086
IUPHAR/BPS	7159
PharmaGKB	PA449286
KEGG Drug	D00733
PubChem CID	3025
ChEBI	247956
CAS Number	85-79-0

Drug Properties

Molecular Weight	343.23
ALogP	-0.2312
MLogP	3.11
XLogP	4.578
HDA	4
HBD	1
Rotatable Bonds	14
TPSA	57.95
RO5 Violation	0