NPASS drugs

Drug Information

Drug ID:	NPD4128
Drug Name:	Lisuride
Molecular Formula:	C20H26N4O
Canonical SMILES:	CCN(C(=N[C@@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3)O)CC
Standard InCHI:	InChI=1S/C20H26N4O/c1-4-24(5-2)20(25)22-14-10-16-15-7-6-8-17-19(15)13(11-21-17)9-18(16)23(3)12-14/h6-8,10-11,14,18,21H,4-5,9,12H2,1-3H3,(H,22,25)/t14-,18+/m0/s1
Standard InCHIKey:	BKRGVLQUQGGVSM-KBXCAEBGSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4128

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	553
0.1-0.2	5297
0.2-0.3	15700
0.3-0.4	5226
0.4-0.5	1690
0.5-0.6	1199
0.6-0.7	815
0.7-0.8	324
0.8-0.85	73
0.85-0.9	8
0.9-0.95	5
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	0.9193	NPC194411
High Similarity	0.9114	NPC206819
High Similarity	0.9114	NPC318065
High Similarity	0.9024	NPC37423
High Similarity	0.9024	NPC275305
High Similarity	0.8916	NPC68354
High Similarity	0.8875	NPC56765
High Similarity	0.8862	NPC215795
High Similarity	0.8862	NPC176199
High Similarity	0.8642	NPC41257
High Similarity	0.858	NPC286427
High Similarity	0.8544	NPC143872
High Similarity	0.8519	NPC51054
Intermediate Similarity	0.8481	NPC314372
Intermediate Similarity	0.8471	NPC190296
Intermediate Similarity	0.8397	NPC73767
Intermediate Similarity	0.8385	NPC105818
Intermediate Similarity	0.8385	NPC24678
Intermediate Similarity	0.8383	NPC49217
Intermediate Similarity	0.8373	NPC90723
Intermediate Similarity	0.8364	NPC44773
Intermediate Similarity	0.8364	NPC215584
Intermediate Similarity	0.8364	NPC122141
Intermediate Similarity	0.8344	NPC469768
Intermediate Similarity	0.8344	NPC469784
Intermediate Similarity	0.8344	NPC469783
Intermediate Similarity	0.8344	NPC469761
Intermediate Similarity	0.8344	NPC469779
Intermediate Similarity	0.8344	NPC469780
Intermediate Similarity	0.8344	NPC469767
Intermediate Similarity	0.8333	NPC63751
Intermediate Similarity	0.8313	NPC470203
Intermediate Similarity	0.8291	NPC469766
Intermediate Similarity	0.8282	NPC469760
Intermediate Similarity	0.8282	NPC259644
Intermediate Similarity	0.8282	NPC469765
Intermediate Similarity	0.8282	NPC469763
Intermediate Similarity	0.8282	NPC25008
Intermediate Similarity	0.8282	NPC73952
Intermediate Similarity	0.8282	NPC469786
Intermediate Similarity	0.828	NPC110126
Intermediate Similarity	0.8274	NPC474561
Intermediate Similarity	0.8274	NPC49954
Intermediate Similarity	0.8272	NPC33421
Intermediate Similarity	0.8269	NPC84911
Intermediate Similarity	0.8261	NPC471957
Intermediate Similarity	0.8253	NPC470204
Intermediate Similarity	0.825	NPC159856
Intermediate Similarity	0.8232	NPC70922
Intermediate Similarity	0.8232	NPC212376
Intermediate Similarity	0.8232	NPC80597
Intermediate Similarity	0.8232	NPC211572
Intermediate Similarity	0.8232	NPC75540
Intermediate Similarity	0.8205	NPC261195
Intermediate Similarity	0.8205	NPC29886
Intermediate Similarity	0.8205	NPC96102
Intermediate Similarity	0.8204	NPC282231
Intermediate Similarity	0.8202	NPC95783
Intermediate Similarity	0.8193	NPC135141
Intermediate Similarity	0.8193	NPC92796
Intermediate Similarity	0.8171	NPC325903
Intermediate Similarity	0.8161	NPC16659
Intermediate Similarity	0.816	NPC53947
Intermediate Similarity	0.8155	NPC194640
Intermediate Similarity	0.8153	NPC105127
Intermediate Similarity	0.815	NPC59269
Intermediate Similarity	0.8144	NPC279918
Intermediate Similarity	0.8137	NPC204141
Intermediate Similarity	0.8118	NPC201700
Intermediate Similarity	0.8103	NPC265710
Intermediate Similarity	0.8103	NPC11126
Intermediate Similarity	0.8098	NPC321911
Intermediate Similarity	0.8095	NPC225018
Intermediate Similarity	0.8086	NPC288838
Intermediate Similarity	0.8079	NPC15102
Intermediate Similarity	0.8072	NPC469785
Intermediate Similarity	0.8061	NPC200214
Intermediate Similarity	0.8059	NPC160105
Intermediate Similarity	0.8038	NPC125746
Intermediate Similarity	0.8037	NPC179787
Intermediate Similarity	0.8037	NPC469811
Intermediate Similarity	0.8037	NPC201380
Intermediate Similarity	0.8024	NPC469762
Intermediate Similarity	0.8023	NPC228835
Intermediate Similarity	0.8	NPC279081
Intermediate Similarity	0.8	NPC216713
Intermediate Similarity	0.7976	NPC475990
Intermediate Similarity	0.7975	NPC325252
Intermediate Similarity	0.7975	NPC63545
Intermediate Similarity	0.7964	NPC184476
Intermediate Similarity	0.7953	NPC54988
Intermediate Similarity	0.7949	NPC82295
Intermediate Similarity	0.7943	NPC473380
Intermediate Similarity	0.7943	NPC151939
Intermediate Similarity	0.7943	NPC240088
Intermediate Similarity	0.7941	NPC311276
Intermediate Similarity	0.7937	NPC88097
Intermediate Similarity	0.7933	NPC94752
Intermediate Similarity	0.7917	NPC216643
Intermediate Similarity	0.7911	NPC198988
Intermediate Similarity	0.7904	NPC38736
Intermediate Similarity	0.7895	NPC17751
Intermediate Similarity	0.7895	NPC280864
Intermediate Similarity	0.7892	NPC470233
Intermediate Similarity	0.7888	NPC230002
Intermediate Similarity	0.7886	NPC280852
Intermediate Similarity	0.7885	NPC22079
Intermediate Similarity	0.7879	NPC37548
Intermediate Similarity	0.7877	NPC99939
Intermediate Similarity	0.7877	NPC308931
Intermediate Similarity	0.7874	NPC314603
Intermediate Similarity	0.7862	NPC218268
Intermediate Similarity	0.7861	NPC280548
Intermediate Similarity	0.7853	NPC300688
Intermediate Similarity	0.7841	NPC248454
Intermediate Similarity	0.7836	NPC472587
Intermediate Similarity	0.7836	NPC317105
Intermediate Similarity	0.7836	NPC40779
Intermediate Similarity	0.7818	NPC21605
Intermediate Similarity	0.7816	NPC470498
Intermediate Similarity	0.7814	NPC477166
Intermediate Similarity	0.7814	NPC477167
Intermediate Similarity	0.7814	NPC473342
Intermediate Similarity	0.7814	NPC304187
Intermediate Similarity	0.7812	NPC314102
Intermediate Similarity	0.7812	NPC251722
Intermediate Similarity	0.7811	NPC236711
Intermediate Similarity	0.7797	NPC213468
Intermediate Similarity	0.779	NPC17059
Intermediate Similarity	0.7771	NPC124005
Intermediate Similarity	0.7771	NPC187951
Intermediate Similarity	0.7765	NPC221786
Intermediate Similarity	0.7765	NPC474880
Intermediate Similarity	0.7764	NPC169433
Intermediate Similarity	0.7744	NPC242556
Intermediate Similarity	0.7732	NPC153980
Intermediate Similarity	0.7732	NPC6865
Intermediate Similarity	0.773	NPC63157
Intermediate Similarity	0.773	NPC473868
Intermediate Similarity	0.7725	NPC40070
Intermediate Similarity	0.7722	NPC165495
Intermediate Similarity	0.7722	NPC475450
Intermediate Similarity	0.7719	NPC131718
Intermediate Similarity	0.7717	NPC316359
Intermediate Similarity	0.7717	NPC315617
Intermediate Similarity	0.7716	NPC312092
Intermediate Similarity	0.7711	NPC477134
Intermediate Similarity	0.7709	NPC307191
Intermediate Similarity	0.7702	NPC150259
Intermediate Similarity	0.7701	NPC265576
Intermediate Similarity	0.7697	NPC470440
Intermediate Similarity	0.7692	NPC34844
Intermediate Similarity	0.7692	NPC470507
Intermediate Similarity	0.7683	NPC20144
Intermediate Similarity	0.768	NPC72956
Intermediate Similarity	0.7679	NPC470823
Intermediate Similarity	0.7674	NPC16667
Intermediate Similarity	0.767	NPC313791
Intermediate Similarity	0.7669	NPC59084
Intermediate Similarity	0.7669	NPC2949
Intermediate Similarity	0.7667	NPC163055
Intermediate Similarity	0.7667	NPC19679
Intermediate Similarity	0.7661	NPC230869
Intermediate Similarity	0.765	NPC213629
Intermediate Similarity	0.7647	NPC285469
Intermediate Similarity	0.7647	NPC229332
Intermediate Similarity	0.7633	NPC141926
Intermediate Similarity	0.763	NPC478182
Intermediate Similarity	0.7622	NPC314058
Intermediate Similarity	0.7622	NPC316018
Intermediate Similarity	0.7616	NPC229173
Intermediate Similarity	0.7611	NPC233936
Intermediate Similarity	0.761	NPC179365
Intermediate Similarity	0.7605	NPC470111
Intermediate Similarity	0.7595	NPC473587
Intermediate Similarity	0.7584	NPC474958
Intermediate Similarity	0.7562	NPC473930
Intermediate Similarity	0.7561	NPC115611
Intermediate Similarity	0.7558	NPC300238
Intermediate Similarity	0.7551	NPC471194
Intermediate Similarity	0.7551	NPC471193
Intermediate Similarity	0.7547	NPC475428
Intermediate Similarity	0.7547	NPC282398
Intermediate Similarity	0.7545	NPC129042
Intermediate Similarity	0.7541	NPC474707
Intermediate Similarity	0.754	NPC294693
Intermediate Similarity	0.7532	NPC473762
Intermediate Similarity	0.7529	NPC102423
Intermediate Similarity	0.7529	NPC271734
Intermediate Similarity	0.7529	NPC271797
Intermediate Similarity	0.7529	NPC247987
Intermediate Similarity	0.7529	NPC478184
Intermediate Similarity	0.7529	NPC21174
Intermediate Similarity	0.7528	NPC189812
Intermediate Similarity	0.7528	NPC293216
Intermediate Similarity	0.7528	NPC329688
Intermediate Similarity	0.7528	NPC280297
Intermediate Similarity	0.7527	NPC108011
Intermediate Similarity	0.7527	NPC47190
Intermediate Similarity	0.7526	NPC23420

Drug Structure

NPD4128 OpenBabel08211704332D 27 30 0 0 1 0 0 0 0 0999 V2000 -1.6084 1.0226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0816 -0.4061 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0002 0.9521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6082 0.0705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2572 0.0701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3512 -3.1665 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5676 -2.7141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1346 -2.7141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5671 0.0002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0004 -1.8097 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1344 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7835 -0.4526 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3510 -0.4521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7833 -1.3574 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5675 -1.8095 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7839 -1.3571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1347 -1.8091 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7837 -0.4522 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.3510 -1.3571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4324 -1.3578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9181 -1.3567 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6077 -1.8337 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 -2.4326 -0.4057 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2568 -1.8340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8299 -1.6009 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0814 -1.3582 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 23 1 0 0 0 0 4 24 1 0 0 0 0 5 24 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 15 1 0 0 0 0 8 17 2 0 0 0 0 9 13 1 0 0 0 0 10 14 1 0 0 0 0 10 16 2 0 0 0 0 11 13 2 0 0 0 0 11 21 1 0 0 0 0 12 14 1 0 0 0 0 12 23 1 0 0 0 0 13 19 1 0 0 0 0 14 22 1 6 0 0 0 15 16 1 0 0 0 0 15 19 2 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 17 21 1 0 0 0 0 18 9 1 6 0 0 0 18 23 1 0 0 0 0 20 22 2 3 0 0 0 20 24 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000255; DIB004751
DrugBank	DB00589
ChEMBL	CHEMBL157138
IUPHAR/BPS	43
PharmaGKB	PA164749019
KEGG Drug	D08132
PubChem CID	28864
ChEBI	51164
CAS Number	18016-80-3

Drug Properties

Molecular Weight	338.21
ALogP	0.4593
MLogP	3.11
XLogP	3.105
HDA	5
HBD	2
Rotatable Bonds	8
TPSA	54.86
RO5 Violation	0