NPASS drugs

Drug Information

Drug ID:	NPD6144
Drug Name:	Ro-19-8022
Molecular Formula:	C25H21ClN2O3
Canonical SMILES:	OC[C@H]1CCCN1C(=O)c1cc(c2ccccc2)c(=O)n2c1c1cc(Cl)ccc1cc2
Standard InCHI:	InChI=1S/C25H21ClN2O3/c26-18-9-8-17-10-12-28-23(20(17)13-18)22(25(31)27-11-4-7-19(27)15-29)14-21(24(28)30)16-5-2-1-3-6-16/h1-3,5-6,8-10,12-14,19,29H,4,7,11,15H2/t19-/m1/s1
Standard InCHIKey:	MAHSERINKSLHDX-LJQANCHMSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6144

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	147
0.1-0.2	1028
0.2-0.3	5351
0.3-0.4	14259
0.4-0.5	8623
0.5-0.6	1371
0.6-0.7	111
0.7-0.8	0
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
Remote Similarity	0.6821	NPC474082
Remote Similarity	0.6821	NPC175726
Remote Similarity	0.6803	NPC315276
Remote Similarity	0.6803	NPC14672
Remote Similarity	0.6803	NPC285926
Remote Similarity	0.6687	NPC122553
Remote Similarity	0.66	NPC220698
Remote Similarity	0.6584	NPC316906
Remote Similarity	0.6554	NPC33742
Remote Similarity	0.6552	NPC138293
Remote Similarity	0.6552	NPC113056
Remote Similarity	0.6494	NPC472117
Remote Similarity	0.6478	NPC473962
Remote Similarity	0.6467	NPC324445
Remote Similarity	0.646	NPC474855
Remote Similarity	0.646	NPC151706
Remote Similarity	0.646	NPC475598
Remote Similarity	0.646	NPC90194
Remote Similarity	0.646	NPC79465
Remote Similarity	0.646	NPC474787
Remote Similarity	0.646	NPC476102
Remote Similarity	0.646	NPC118099
Remote Similarity	0.646	NPC474811
Remote Similarity	0.646	NPC9687
Remote Similarity	0.646	NPC475318
Remote Similarity	0.646	NPC273907
Remote Similarity	0.646	NPC49577
Remote Similarity	0.646	NPC76785
Remote Similarity	0.646	NPC260045
Remote Similarity	0.646	NPC293377
Remote Similarity	0.6416	NPC104345
Remote Similarity	0.6415	NPC255447
Remote Similarity	0.6414	NPC55529
Remote Similarity	0.641	NPC79698
Remote Similarity	0.6405	NPC200964
Remote Similarity	0.6398	NPC313352
Remote Similarity	0.6387	NPC6975
Remote Similarity	0.6386	NPC471680
Remote Similarity	0.6374	NPC475094
Remote Similarity	0.6374	NPC473002
Remote Similarity	0.6369	NPC246412
Remote Similarity	0.6369	NPC355
Remote Similarity	0.6358	NPC84317
Remote Similarity	0.6352	NPC200589
Remote Similarity	0.6343	NPC73644
Remote Similarity	0.6337	NPC469903
Remote Similarity	0.6289	NPC473322
Remote Similarity	0.6286	NPC154478
Remote Similarity	0.6286	NPC473003
Remote Similarity	0.6273	NPC325479
Remote Similarity	0.6265	NPC22082
Remote Similarity	0.6265	NPC186284
Remote Similarity	0.6265	NPC301760
Remote Similarity	0.6264	NPC475427
Remote Similarity	0.6258	NPC202521
Remote Similarity	0.625	NPC286994
Remote Similarity	0.625	NPC179224
Remote Similarity	0.6236	NPC472106
Remote Similarity	0.6225	NPC471318
Remote Similarity	0.6218	NPC471199
Remote Similarity	0.6215	NPC472101
Remote Similarity	0.6215	NPC472120
Remote Similarity	0.6214	NPC256452
Remote Similarity	0.6211	NPC126458
Remote Similarity	0.6205	NPC315051
Remote Similarity	0.6194	NPC476990
Remote Similarity	0.6193	NPC469901
Remote Similarity	0.6193	NPC469902
Remote Similarity	0.6188	NPC111428
Remote Similarity	0.6185	NPC285381
Remote Similarity	0.6182	NPC77992
Remote Similarity	0.6164	NPC473418
Remote Similarity	0.6159	NPC35850
Remote Similarity	0.6159	NPC276949
Remote Similarity	0.6158	NPC315368
Remote Similarity	0.6158	NPC309531
Remote Similarity	0.6158	NPC472102
Remote Similarity	0.6154	NPC106118
Remote Similarity	0.6154	NPC314192
Remote Similarity	0.6118	NPC113099
Remote Similarity	0.6117	NPC316141
Remote Similarity	0.6115	NPC252878
Remote Similarity	0.6111	NPC130309
Remote Similarity	0.6104	NPC470545
Remote Similarity	0.6098	NPC248283
Remote Similarity	0.6095	NPC209509
Remote Similarity	0.6077	NPC475248
Remote Similarity	0.6077	NPC469904
Remote Similarity	0.6077	NPC63047
Remote Similarity	0.6076	NPC46427
Remote Similarity	0.6074	NPC207428
Remote Similarity	0.6073	NPC471196
Remote Similarity	0.6073	NPC471195
Remote Similarity	0.6071	NPC470301
Remote Similarity	0.6071	NPC471164
Remote Similarity	0.6065	NPC470546
Remote Similarity	0.6061	NPC473360
Remote Similarity	0.6059	NPC262077
Remote Similarity	0.6051	NPC257490
Remote Similarity	0.6045	NPC469898
Remote Similarity	0.6044	NPC472118
Remote Similarity	0.6039	NPC239357
Remote Similarity	0.6039	NPC470544
Remote Similarity	0.6038	NPC285394
Remote Similarity	0.6033	NPC470548
Remote Similarity	0.603	NPC295548
Remote Similarity	0.6022	NPC214960
Remote Similarity	0.6022	NPC279527
Remote Similarity	0.6019	NPC471192
Remote Similarity	0.6012	NPC130251
Remote Similarity	0.6	NPC122106
Remote Similarity	0.5989	NPC11149
Remote Similarity	0.5988	NPC242159
Remote Similarity	0.5988	NPC470884
Remote Similarity	0.5988	NPC92784
Remote Similarity	0.5988	NPC178662
Remote Similarity	0.5988	NPC476133
Remote Similarity	0.5988	NPC98424
Remote Similarity	0.5988	NPC313694
Remote Similarity	0.5978	NPC474058
Remote Similarity	0.5976	NPC471574
Remote Similarity	0.5976	NPC161069
Remote Similarity	0.597	NPC225400
Remote Similarity	0.5968	NPC473001
Remote Similarity	0.5963	NPC136453
Remote Similarity	0.5963	NPC322433
Remote Similarity	0.5959	NPC276430
Remote Similarity	0.5955	NPC477887
Remote Similarity	0.5955	NPC113946
Remote Similarity	0.5954	NPC212799
Remote Similarity	0.5949	NPC71684
Remote Similarity	0.5947	NPC307396
Remote Similarity	0.5946	NPC167336
Remote Similarity	0.5943	NPC122590
Remote Similarity	0.5943	NPC154602
Remote Similarity	0.5941	NPC476978
Remote Similarity	0.5941	NPC471155
Remote Similarity	0.5941	NPC52748
Remote Similarity	0.5941	NPC472538
Remote Similarity	0.5941	NPC470786
Remote Similarity	0.5939	NPC287401
Remote Similarity	0.5936	NPC474041
Remote Similarity	0.5928	NPC325599
Remote Similarity	0.5926	NPC71933
Remote Similarity	0.5926	NPC239990
Remote Similarity	0.5926	NPC105114
Remote Similarity	0.5926	NPC152850
Remote Similarity	0.5926	NPC89923
Remote Similarity	0.5924	NPC291962
Remote Similarity	0.5924	NPC177684
Remote Similarity	0.5922	NPC36495
Remote Similarity	0.5918	NPC472540
Remote Similarity	0.5918	NPC472539
Remote Similarity	0.5918	NPC470787
Remote Similarity	0.5917	NPC207554
Remote Similarity	0.5915	NPC120251
Remote Similarity	0.5915	NPC474974
Remote Similarity	0.5914	NPC475607
Remote Similarity	0.5912	NPC291027
Remote Similarity	0.5912	NPC84281
Remote Similarity	0.5912	NPC317474
Remote Similarity	0.5912	NPC213126
Remote Similarity	0.5912	NPC189116
Remote Similarity	0.5912	NPC169485
Remote Similarity	0.5911	NPC270241
Remote Similarity	0.5906	NPC308197
Remote Similarity	0.5906	NPC45033
Remote Similarity	0.5904	NPC162417
Remote Similarity	0.5904	NPC474473
Remote Similarity	0.5904	NPC316104
Remote Similarity	0.5903	NPC472258
Remote Similarity	0.5902	NPC72956
Remote Similarity	0.5901	NPC474847
Remote Similarity	0.5899	NPC29285
Remote Similarity	0.5896	NPC9373
Remote Similarity	0.5891	NPC471191
Remote Similarity	0.5889	NPC68650
Remote Similarity	0.5888	NPC472542
Remote Similarity	0.5888	NPC472541
Remote Similarity	0.5886	NPC258531
Remote Similarity	0.5886	NPC302169
Remote Similarity	0.5886	NPC161956
Remote Similarity	0.5886	NPC112373
Remote Similarity	0.5886	NPC144691
Remote Similarity	0.5882	NPC474081
Remote Similarity	0.5874	NPC153980
Remote Similarity	0.5874	NPC6865
Remote Similarity	0.5872	NPC297322
Remote Similarity	0.5872	NPC136002
Remote Similarity	0.5871	NPC473573
Remote Similarity	0.5868	NPC300299
Remote Similarity	0.5866	NPC123241
Remote Similarity	0.5864	NPC119326
Remote Similarity	0.586	NPC320656
Remote Similarity	0.586	NPC475594
Remote Similarity	0.5858	NPC469560
Remote Similarity	0.5856	NPC476231
Remote Similarity	0.5855	NPC313981
Remote Similarity	0.5854	NPC187231
Remote Similarity	0.5854	NPC69496

Drug Structure

NPD6144 OpenBabel08211709092D 32 36 0 0 1 0 0 0 0 0999 V2000 3.4641 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 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 4.5388 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 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 4.5388 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 -3.4641 -1.0000 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 -0.9230 3.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -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 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4921 3.2788 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 -1.0000 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 -2.5411 3.5878 0.0000 C 0 0 2 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 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 -0.8660 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 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 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 -3.7000 2.3006 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 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6511 1.9916 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 4 7 1 0 0 0 0 4 11 1 0 0 0 0 5 16 2 0 0 0 0 6 16 1 0 0 0 0 7 19 1 0 0 0 0 8 9 2 0 0 0 0 8 17 1 0 0 0 0 9 18 1 0 0 0 0 10 12 2 0 0 0 0 10 17 1 0 0 0 0 11 27 1 0 0 0 0 12 28 1 0 0 0 0 13 18 2 0 0 0 0 13 20 1 0 0 0 0 14 21 2 0 0 0 0 14 22 1 0 0 0 0 15 29 1 0 0 0 0 16 21 1 0 0 0 0 17 20 2 0 0 0 0 18 26 1 0 0 0 0 19 15 1 1 0 0 0 19 27 1 0 0 0 0 20 23 1 0 0 0 0 21 24 1 0 0 0 0 22 23 2 0 0 0 0 22 25 1 0 0 0 0 23 28 1 0 0 0 0 24 28 1 0 0 0 0 24 30 2 0 0 0 0 25 27 1 0 0 0 0 25 31 2 0 0 0 0 29 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008489
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	432.12
ALogP	-1.5444
MLogP	3.55
XLogP	5.205
HDA	5
HBD	1
Rotatable Bonds	6
TPSA	60.85
RO5 Violation	1