NPASS drugs

Drug Information

Drug ID:	NPD2421
Drug Name:	Apomorphine
Molecular Formula:	C17H17NO2
Canonical SMILES:	CN1CCc2c3[C@H]1Cc1ccc(c(c1c3ccc2)O)O
Standard InCHI:	InChI=1S/C17H17NO2/c1-18-8-7-10-3-2-4-12-15(10)13(18)9-11-5-6-14(19)17(20)16(11)12/h2-6,13,19-20H,7-9H2,1H3/t13-/m1/s1
Standard InCHIKey:	VMWNQDUVQKEIOC-CYBMUJFWSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2421

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	205
0.1-0.2	1202
0.2-0.3	4529
0.3-0.4	8043
0.4-0.5	4864
0.5-0.6	9208
0.6-0.7	2335
0.7-0.8	346
0.8-0.85	110
0.85-0.9	45
0.9-0.95	3
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	0.9195	NPC27410
High Similarity	0.9195	NPC166014
High Similarity	0.9073	NPC1229
High Similarity	0.8947	NPC324144
High Similarity	0.8896	NPC12053
High Similarity	0.8896	NPC306555
High Similarity	0.8896	NPC117188
High Similarity	0.8896	NPC205421
High Similarity	0.8896	NPC474931
High Similarity	0.8896	NPC145832
High Similarity	0.8896	NPC81218
High Similarity	0.8896	NPC158376
High Similarity	0.8889	NPC196447
High Similarity	0.8889	NPC253043
High Similarity	0.8889	NPC306843
High Similarity	0.8889	NPC136508
High Similarity	0.8889	NPC78222
High Similarity	0.8889	NPC477563
High Similarity	0.8889	NPC96603
High Similarity	0.8889	NPC212794
High Similarity	0.8889	NPC13504
High Similarity	0.8831	NPC476573
High Similarity	0.8831	NPC35627
High Similarity	0.8831	NPC81247
High Similarity	0.8725	NPC81733
High Similarity	0.8725	NPC326316
High Similarity	0.8671	NPC219233
High Similarity	0.8671	NPC211468
High Similarity	0.8671	NPC170170
High Similarity	0.8662	NPC168753
High Similarity	0.8662	NPC118274
High Similarity	0.8654	NPC298979
High Similarity	0.8611	NPC323123
High Similarity	0.8608	NPC239775
High Similarity	0.8553	NPC477020
High Similarity	0.8553	NPC66341
High Similarity	0.8553	NPC192135
High Similarity	0.8544	NPC26240
High Similarity	0.8544	NPC69712
High Similarity	0.8544	NPC477562
High Similarity	0.8509	NPC320223
High Similarity	0.8509	NPC114364
High Similarity	0.85	NPC259665
High Similarity	0.85	NPC89769
High Similarity	0.85	NPC229166
High Similarity	0.85	NPC199465
High Similarity	0.85	NPC126859
High Similarity	0.85	NPC128560
Intermediate Similarity	0.8467	NPC103379
Intermediate Similarity	0.8467	NPC477565
Intermediate Similarity	0.8456	NPC191376
Intermediate Similarity	0.8456	NPC321505
Intermediate Similarity	0.8456	NPC179825
Intermediate Similarity	0.8442	NPC476572
Intermediate Similarity	0.8431	NPC295691
Intermediate Similarity	0.8431	NPC5238
Intermediate Similarity	0.8431	NPC249797
Intermediate Similarity	0.8431	NPC469817
Intermediate Similarity	0.8431	NPC325871
Intermediate Similarity	0.8431	NPC127674
Intermediate Similarity	0.8431	NPC276588
Intermediate Similarity	0.8431	NPC278799
Intermediate Similarity	0.8431	NPC99659
Intermediate Similarity	0.8431	NPC204828
Intermediate Similarity	0.8431	NPC184026
Intermediate Similarity	0.8431	NPC207757
Intermediate Similarity	0.8431	NPC54379
Intermediate Similarity	0.8431	NPC193949
Intermediate Similarity	0.8431	NPC2413
Intermediate Similarity	0.8431	NPC110416
Intermediate Similarity	0.8431	NPC39701
Intermediate Similarity	0.8431	NPC172765
Intermediate Similarity	0.8431	NPC189266
Intermediate Similarity	0.8429	NPC124802
Intermediate Similarity	0.8425	NPC470925
Intermediate Similarity	0.84	NPC476571
Intermediate Similarity	0.84	NPC24233
Intermediate Similarity	0.84	NPC147390
Intermediate Similarity	0.84	NPC428
Intermediate Similarity	0.84	NPC246587
Intermediate Similarity	0.84	NPC135538
Intermediate Similarity	0.8397	NPC60186
Intermediate Similarity	0.8377	NPC126519
Intermediate Similarity	0.8377	NPC170503
Intermediate Similarity	0.8377	NPC203784
Intermediate Similarity	0.8377	NPC186063
Intermediate Similarity	0.8357	NPC8305
Intermediate Similarity	0.8357	NPC66177
Intermediate Similarity	0.8357	NPC268763
Intermediate Similarity	0.8344	NPC474507
Intermediate Similarity	0.8333	NPC476577
Intermediate Similarity	0.8333	NPC266753
Intermediate Similarity	0.8333	NPC476151
Intermediate Similarity	0.8333	NPC173416
Intermediate Similarity	0.8333	NPC160298
Intermediate Similarity	0.8333	NPC306902
Intermediate Similarity	0.8333	NPC148709
Intermediate Similarity	0.8333	NPC477559
Intermediate Similarity	0.8333	NPC232924
Intermediate Similarity	0.8322	NPC185838
Intermediate Similarity	0.8301	NPC26601
Intermediate Similarity	0.8289	NPC151895
Intermediate Similarity	0.8289	NPC220858
Intermediate Similarity	0.8289	NPC88249
Intermediate Similarity	0.8289	NPC192768
Intermediate Similarity	0.8289	NPC97221
Intermediate Similarity	0.8252	NPC33338
Intermediate Similarity	0.8252	NPC302171
Intermediate Similarity	0.8252	NPC300020
Intermediate Similarity	0.8242	NPC116284
Intermediate Similarity	0.8199	NPC152212
Intermediate Similarity	0.8193	NPC33902
Intermediate Similarity	0.8193	NPC135772
Intermediate Similarity	0.8193	NPC276674
Intermediate Similarity	0.8187	NPC210140
Intermediate Similarity	0.8182	NPC155442
Intermediate Similarity	0.8182	NPC312918
Intermediate Similarity	0.8182	NPC476574
Intermediate Similarity	0.8182	NPC477561
Intermediate Similarity	0.8176	NPC225774
Intermediate Similarity	0.8153	NPC221864
Intermediate Similarity	0.8129	NPC477564
Intermediate Similarity	0.8129	NPC2295
Intermediate Similarity	0.8125	NPC476432
Intermediate Similarity	0.8125	NPC24264
Intermediate Similarity	0.8125	NPC219341
Intermediate Similarity	0.8121	NPC126284
Intermediate Similarity	0.8117	NPC76213
Intermediate Similarity	0.8117	NPC277669
Intermediate Similarity	0.8105	NPC92541
Intermediate Similarity	0.8105	NPC219162
Intermediate Similarity	0.8101	NPC119649
Intermediate Similarity	0.8101	NPC235143
Intermediate Similarity	0.8101	NPC230956
Intermediate Similarity	0.8101	NPC205255
Intermediate Similarity	0.8101	NPC271388
Intermediate Similarity	0.8089	NPC79328
Intermediate Similarity	0.8075	NPC247389
Intermediate Similarity	0.8063	NPC167546
Intermediate Similarity	0.8063	NPC232514
Intermediate Similarity	0.8063	NPC276944
Intermediate Similarity	0.8063	NPC238530
Intermediate Similarity	0.8063	NPC302527
Intermediate Similarity	0.8063	NPC134858
Intermediate Similarity	0.8063	NPC16805
Intermediate Similarity	0.805	NPC79402
Intermediate Similarity	0.805	NPC80759
Intermediate Similarity	0.8049	NPC477558
Intermediate Similarity	0.8025	NPC241055
Intermediate Similarity	0.8024	NPC248642
Intermediate Similarity	0.8012	NPC13916
Intermediate Similarity	0.8012	NPC86144
Intermediate Similarity	0.8012	NPC478093
Intermediate Similarity	0.8012	NPC264850
Intermediate Similarity	0.8012	NPC304659
Intermediate Similarity	0.8	NPC233650
Intermediate Similarity	0.8	NPC82763
Intermediate Similarity	0.8	NPC149379
Intermediate Similarity	0.7988	NPC320088
Intermediate Similarity	0.7987	NPC207824
Intermediate Similarity	0.7987	NPC314682
Intermediate Similarity	0.7987	NPC60538
Intermediate Similarity	0.7976	NPC156576
Intermediate Similarity	0.7974	NPC253883
Intermediate Similarity	0.7974	NPC95075
Intermediate Similarity	0.7974	NPC90844
Intermediate Similarity	0.7974	NPC476144
Intermediate Similarity	0.7974	NPC210437
Intermediate Similarity	0.7974	NPC106295
Intermediate Similarity	0.7974	NPC144863
Intermediate Similarity	0.7974	NPC51957
Intermediate Similarity	0.7974	NPC16107
Intermediate Similarity	0.7965	NPC473589
Intermediate Similarity	0.7965	NPC478091
Intermediate Similarity	0.7965	NPC478092
Intermediate Similarity	0.7965	NPC30182
Intermediate Similarity	0.7963	NPC210918
Intermediate Similarity	0.7962	NPC244112
Intermediate Similarity	0.795	NPC3375
Intermediate Similarity	0.795	NPC24465
Intermediate Similarity	0.795	NPC168409
Intermediate Similarity	0.795	NPC255607
Intermediate Similarity	0.7949	NPC470924
Intermediate Similarity	0.7941	NPC186546
Intermediate Similarity	0.7941	NPC476576
Intermediate Similarity	0.7933	NPC213206
Intermediate Similarity	0.7933	NPC188163
Intermediate Similarity	0.7933	NPC474915
Intermediate Similarity	0.7933	NPC328750
Intermediate Similarity	0.7925	NPC111485
Intermediate Similarity	0.7922	NPC130941
Intermediate Similarity	0.7922	NPC7467
Intermediate Similarity	0.7911	NPC29647
Intermediate Similarity	0.7904	NPC32154
Intermediate Similarity	0.7901	NPC250846
Intermediate Similarity	0.7901	NPC42549
Intermediate Similarity	0.7901	NPC240841
Intermediate Similarity	0.7901	NPC317272
Intermediate Similarity	0.7901	NPC268503
Intermediate Similarity	0.7901	NPC256012

Drug Structure

NPD2421 OpenBabel08211702172D 22 25 0 0 1 0 0 0 0 0999 V2000 3.1942 2.7452 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3910 -1.3851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1831 -0.9286 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5985 -0.9275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0080 1.8229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7833 1.3707 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9826 0.4563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9817 1.3702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5909 1.8371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1878 -0.0050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7954 1.3637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5886 -0.0080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3881 1.3768 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7873 0.4592 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3953 0.4526 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7914 0.4522 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 3.1892 1.8277 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5853 0.0032 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0041 -0.9191 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3792 0.4662 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7899 -1.3821 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 10 1 0 0 0 0 4 12 2 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 14 1 0 0 0 0 7 8 1 0 0 0 0 7 10 1 0 0 0 0 8 18 1 0 0 0 0 9 11 1 0 0 0 0 10 15 2 0 0 0 0 11 16 2 0 0 0 0 12 15 1 0 0 0 0 12 16 1 0 0 0 0 13 9 1 1 0 0 0 13 15 1 0 0 0 0 13 18 1 0 0 0 0 14 17 2 0 0 0 0 14 19 1 0 0 0 0 16 17 1 0 0 0 0 17 20 1 0 0 0 0 19 21 1 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015641; DAP000281
DrugBank	DB00714
ChEMBL	CHEMBL53
IUPHAR/BPS	33
PharmaGKB	PA164781163
KEGG Drug	D07460
PubChem CID	6005
ChEBI	48538
CAS Number	58-00-4

Drug Properties

Molecular Weight	267.13
ALogP	-0.5259
MLogP	3
XLogP	3.149
HDA	1
HBD	2
Rotatable Bonds	3
TPSA	43.7
RO5 Violation	0