NPASS drugs

Drug Information

Drug ID:	NPD4146
Drug Name:	Terodiline
Molecular Formula:	C20H27N
Canonical SMILES:	CC(NC(C)(C)C)CC(c1ccccc1)c1ccccc1
Standard InCHI:	InChI=1S/C20H27N/c1-16(21-20(2,3)4)15-19(17-11-7-5-8-12-17)18-13-9-6-10-14-18/h5-14,16,19,21H,15H2,1-4H3
Standard InCHIKey:	UISARWKNNNHPGI-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4146

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	297
0.1-0.2	1676
0.2-0.3	8255
0.3-0.4	13510
0.4-0.5	5722
0.5-0.6	1180
0.6-0.7	212
0.7-0.8	27
0.8-0.85	9
0.85-0.9	2
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	0.8706	NPC133162
High Similarity	0.8571	NPC329430
Intermediate Similarity	0.8488	NPC169016
Intermediate Similarity	0.8415	NPC139658
Intermediate Similarity	0.8171	NPC122327
Intermediate Similarity	0.8171	NPC112609
Intermediate Similarity	0.8171	NPC113000
Intermediate Similarity	0.8161	NPC119677
Intermediate Similarity	0.814	NPC231986
Intermediate Similarity	0.8095	NPC290638
Intermediate Similarity	0.8043	NPC470926
Intermediate Similarity	0.7889	NPC258046
Intermediate Similarity	0.7882	NPC325662
Intermediate Similarity	0.7882	NPC98269
Intermediate Similarity	0.7857	NPC276699
Intermediate Similarity	0.7805	NPC229235
Intermediate Similarity	0.7802	NPC60408
Intermediate Similarity	0.7791	NPC12857
Intermediate Similarity	0.74	NPC474582
Intermediate Similarity	0.7363	NPC104070
Intermediate Similarity	0.7356	NPC271642
Intermediate Similarity	0.7327	NPC239854
Intermediate Similarity	0.7241	NPC98976
Intermediate Similarity	0.7176	NPC219246
Intermediate Similarity	0.716	NPC22786
Intermediate Similarity	0.7143	NPC469330
Intermediate Similarity	0.7115	NPC474695
Intermediate Similarity	0.7073	NPC113670
Intermediate Similarity	0.7071	NPC108339
Intermediate Similarity	0.7054	NPC320656
Intermediate Similarity	0.7037	NPC135924
Intermediate Similarity	0.7037	NPC210849
Intermediate Similarity	0.7037	NPC246588
Intermediate Similarity	0.7024	NPC267443
Intermediate Similarity	0.7011	NPC244738
Intermediate Similarity	0.7011	NPC54269
Intermediate Similarity	0.7	NPC471319
Intermediate Similarity	0.7	NPC471320
Remote Similarity	0.6988	NPC32312
Remote Similarity	0.6988	NPC198023
Remote Similarity	0.6988	NPC155172
Remote Similarity	0.697	NPC7067
Remote Similarity	0.6952	NPC167336
Remote Similarity	0.6947	NPC203076
Remote Similarity	0.6916	NPC77294
Remote Similarity	0.6907	NPC176858
Remote Similarity	0.687	NPC475915
Remote Similarity	0.6867	NPC45756
Remote Similarity	0.6867	NPC88566
Remote Similarity	0.686	NPC246822
Remote Similarity	0.686	NPC213570
Remote Similarity	0.686	NPC139416
Remote Similarity	0.6857	NPC275467
Remote Similarity	0.6837	NPC191444
Remote Similarity	0.6827	NPC291610
Remote Similarity	0.6809	NPC474088
Remote Similarity	0.68	NPC322040
Remote Similarity	0.6792	NPC473418
Remote Similarity	0.679	NPC114327
Remote Similarity	0.679	NPC36357
Remote Similarity	0.6786	NPC291066
Remote Similarity	0.6747	NPC29680
Remote Similarity	0.6747	NPC71009
Remote Similarity	0.6739	NPC159661
Remote Similarity	0.6729	NPC473498
Remote Similarity	0.6724	NPC71684
Remote Similarity	0.6706	NPC178527
Remote Similarity	0.6705	NPC226999
Remote Similarity	0.6705	NPC1008
Remote Similarity	0.6705	NPC87099
Remote Similarity	0.6705	NPC158028
Remote Similarity	0.6705	NPC280135
Remote Similarity	0.6705	NPC135433
Remote Similarity	0.6705	NPC193578
Remote Similarity	0.6705	NPC39799
Remote Similarity	0.6703	NPC3190
Remote Similarity	0.6703	NPC249018
Remote Similarity	0.6702	NPC14326
Remote Similarity	0.6701	NPC305602
Remote Similarity	0.6701	NPC17497
Remote Similarity	0.6698	NPC147000
Remote Similarity	0.6698	NPC150254
Remote Similarity	0.6698	NPC304761
Remote Similarity	0.6698	NPC226778
Remote Similarity	0.6697	NPC292758
Remote Similarity	0.6697	NPC24777
Remote Similarity	0.6697	NPC65855
Remote Similarity	0.6667	NPC212114
Remote Similarity	0.6667	NPC473206
Remote Similarity	0.6667	NPC65873
Remote Similarity	0.6667	NPC120441
Remote Similarity	0.6667	NPC300345
Remote Similarity	0.6636	NPC67043
Remote Similarity	0.6634	NPC291070
Remote Similarity	0.6634	NPC246757
Remote Similarity	0.6633	NPC30445
Remote Similarity	0.6627	NPC150196
Remote Similarity	0.6627	NPC310758
Remote Similarity	0.6627	NPC54368
Remote Similarity	0.6627	NPC238023
Remote Similarity	0.6627	NPC248705
Remote Similarity	0.6602	NPC311242
Remote Similarity	0.6591	NPC72670
Remote Similarity	0.6591	NPC263385
Remote Similarity	0.6591	NPC251490
Remote Similarity	0.6579	NPC313673
Remote Similarity	0.6569	NPC161972
Remote Similarity	0.6569	NPC303045
Remote Similarity	0.6556	NPC299134
Remote Similarity	0.6549	NPC246904
Remote Similarity	0.6549	NPC113099
Remote Similarity	0.6548	NPC200745
Remote Similarity	0.6543	NPC198841
Remote Similarity	0.6543	NPC269586
Remote Similarity	0.6535	NPC473661
Remote Similarity	0.6535	NPC108800
Remote Similarity	0.6531	NPC473031
Remote Similarity	0.6514	NPC434
Remote Similarity	0.6514	NPC79618
Remote Similarity	0.6509	NPC327226
Remote Similarity	0.6506	NPC147062
Remote Similarity	0.6505	NPC25565
Remote Similarity	0.65	NPC172128
Remote Similarity	0.6491	NPC473573
Remote Similarity	0.6489	NPC315216
Remote Similarity	0.6486	NPC319579
Remote Similarity	0.6484	NPC307195
Remote Similarity	0.6477	NPC297358
Remote Similarity	0.6477	NPC200936
Remote Similarity	0.6475	NPC40488
Remote Similarity	0.6471	NPC50266
Remote Similarity	0.6465	NPC12429
Remote Similarity	0.6446	NPC119326
Remote Similarity	0.6446	NPC252794
Remote Similarity	0.6444	NPC1901
Remote Similarity	0.6442	NPC475439
Remote Similarity	0.6442	NPC473501
Remote Similarity	0.6442	NPC472258
Remote Similarity	0.6437	NPC6107
Remote Similarity	0.6422	NPC327481
Remote Similarity	0.6422	NPC45033
Remote Similarity	0.642	NPC149436
Remote Similarity	0.642	NPC277704
Remote Similarity	0.6413	NPC110264
Remote Similarity	0.64	NPC470877
Remote Similarity	0.6393	NPC145754
Remote Similarity	0.6386	NPC64270
Remote Similarity	0.6386	NPC8235
Remote Similarity	0.6381	NPC226096
Remote Similarity	0.6381	NPC108606
Remote Similarity	0.6381	NPC164514
Remote Similarity	0.6381	NPC322598
Remote Similarity	0.6381	NPC290515
Remote Similarity	0.6381	NPC303611
Remote Similarity	0.6374	NPC258492
Remote Similarity	0.6374	NPC96835
Remote Similarity	0.6371	NPC126458
Remote Similarity	0.6364	NPC22760
Remote Similarity	0.6353	NPC66517
Remote Similarity	0.6344	NPC9796
Remote Similarity	0.6337	NPC209764
Remote Similarity	0.6337	NPC316108
Remote Similarity	0.6337	NPC121872
Remote Similarity	0.6337	NPC141139
Remote Similarity	0.6337	NPC74936
Remote Similarity	0.6337	NPC78041
Remote Similarity	0.6337	NPC471307
Remote Similarity	0.6337	NPC159178
Remote Similarity	0.6327	NPC3210
Remote Similarity	0.6325	NPC264580
Remote Similarity	0.6322	NPC289915
Remote Similarity	0.6322	NPC113837
Remote Similarity	0.6322	NPC36440
Remote Similarity	0.6316	NPC475289
Remote Similarity	0.6316	NPC475573
Remote Similarity	0.6311	NPC477937
Remote Similarity	0.631	NPC169110
Remote Similarity	0.6306	NPC302790
Remote Similarity	0.63	NPC111233
Remote Similarity	0.6293	NPC470544
Remote Similarity	0.6286	NPC293628
Remote Similarity	0.6286	NPC122493
Remote Similarity	0.6286	NPC324569
Remote Similarity	0.6286	NPC10781
Remote Similarity	0.6279	NPC21211
Remote Similarity	0.6277	NPC255345
Remote Similarity	0.6277	NPC245896
Remote Similarity	0.6277	NPC66270
Remote Similarity	0.6275	NPC226438
Remote Similarity	0.6262	NPC469457
Remote Similarity	0.6262	NPC316797
Remote Similarity	0.6262	NPC228400
Remote Similarity	0.6262	NPC214200
Remote Similarity	0.625	NPC256452
Remote Similarity	0.6239	NPC313449
Remote Similarity	0.6239	NPC470545
Remote Similarity	0.6237	NPC174803
Remote Similarity	0.6237	NPC259989
Remote Similarity	0.6228	NPC474584
Remote Similarity	0.6224	NPC95429

Drug Structure

NPD4146 OpenBabel08211704332D 22 23 0 0 1 0 0 0 0 0999 V2000 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -4.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3660 -4.3660 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 3.4641 1.0000 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 2.5981 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 -1.7321 0.0000 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 1.7321 1.0000 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 -0.8660 -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 -0.0000 -2.0000 0.0000 C 0 0 3 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 0.0000 0.0000 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 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 20 1 0 0 0 0 3 20 1 0 0 0 0 4 20 1 0 0 0 0 5 7 2 0 0 0 0 5 8 1 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 13 1 0 0 0 0 10 14 2 0 0 0 0 11 17 2 0 0 0 0 12 17 1 0 0 0 0 13 18 2 0 0 0 0 14 18 1 0 0 0 0 15 16 1 0 0 0 0 15 19 1 0 0 0 0 16 21 1 0 0 0 0 17 19 1 0 0 0 0 18 19 1 0 0 0 0 20 21 1 0 0 0 0 21 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002891
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	281.21
ALogP	0.7388
MLogP	3.55
XLogP	9.256
HDA	1
HBD	1
Rotatable Bonds	10
TPSA	12.03
RO5 Violation	1