NPASS drugs

Drug Information

Drug ID:	NPD4136
Drug Name:	Lachesine
Molecular Formula:	C20H26NO3
Canonical SMILES:	CC[N+](CCOC(=O)C(c1ccccc1)(c1ccccc1)O)(C)C
Standard InCHI:	InChI=1S/C20H26NO3/c1-4-21(2,3)15-16-24-19(22)20(23,17-11-7-5-8-12-17)18-13-9-6-10-14-18/h5-14,23H,4,15-16H2,1-3H3/q+1
Standard InCHIKey:	XRJIGJFEKPXBTD-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4136

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	79
0.1-0.2	439
0.2-0.3	1445
0.3-0.4	3973
0.4-0.5	10453
0.5-0.6	11768
0.6-0.7	2615
0.7-0.8	116
0.8-0.85	2
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
Intermediate Similarity	0.8333	NPC65310
Intermediate Similarity	0.8087	NPC160382
Intermediate Similarity	0.7739	NPC210529
Intermediate Similarity	0.7739	NPC160548
Intermediate Similarity	0.7739	NPC175852
Intermediate Similarity	0.7687	NPC313663
Intermediate Similarity	0.7615	NPC471466
Intermediate Similarity	0.7607	NPC316797
Intermediate Similarity	0.7561	NPC158282
Intermediate Similarity	0.7557	NPC474847
Intermediate Similarity	0.7557	NPC4974
Intermediate Similarity	0.7541	NPC158854
Intermediate Similarity	0.7481	NPC14141
Intermediate Similarity	0.7481	NPC285394
Intermediate Similarity	0.7462	NPC84281
Intermediate Similarity	0.7462	NPC213126
Intermediate Similarity	0.7462	NPC317474
Intermediate Similarity	0.7462	NPC291027
Intermediate Similarity	0.7462	NPC169485
Intermediate Similarity	0.7459	NPC281604
Intermediate Similarity	0.7445	NPC76785
Intermediate Similarity	0.7445	NPC90194
Intermediate Similarity	0.7445	NPC474787
Intermediate Similarity	0.7445	NPC79465
Intermediate Similarity	0.7445	NPC475598
Intermediate Similarity	0.7445	NPC260045
Intermediate Similarity	0.7445	NPC273907
Intermediate Similarity	0.7445	NPC474811
Intermediate Similarity	0.7445	NPC151706
Intermediate Similarity	0.7445	NPC475318
Intermediate Similarity	0.7445	NPC476102
Intermediate Similarity	0.7445	NPC118099
Intermediate Similarity	0.7445	NPC9687
Intermediate Similarity	0.7445	NPC49577
Intermediate Similarity	0.7445	NPC293377
Intermediate Similarity	0.7445	NPC474855
Intermediate Similarity	0.7402	NPC212891
Intermediate Similarity	0.7385	NPC476281
Intermediate Similarity	0.7385	NPC476184
Intermediate Similarity	0.7377	NPC156648
Intermediate Similarity	0.7353	NPC45191
Intermediate Similarity	0.7345	NPC9822
Intermediate Similarity	0.7333	NPC69496
Intermediate Similarity	0.7313	NPC199738
Intermediate Similarity	0.7313	NPC210950
Intermediate Similarity	0.7308	NPC80150
Intermediate Similarity	0.7308	NPC476183
Intermediate Similarity	0.7308	NPC190663
Intermediate Similarity	0.7299	NPC233910
Intermediate Similarity	0.7299	NPC245836
Intermediate Similarity	0.7273	NPC249067
Intermediate Similarity	0.7273	NPC476278
Intermediate Similarity	0.7258	NPC65855
Intermediate Similarity	0.7258	NPC292758
Intermediate Similarity	0.7244	NPC469509
Intermediate Similarity	0.7222	NPC48525
Intermediate Similarity	0.7218	NPC476241
Intermediate Similarity	0.7218	NPC476260
Intermediate Similarity	0.7217	NPC317645
Intermediate Similarity	0.7213	NPC105899
Intermediate Similarity	0.7213	NPC269457
Intermediate Similarity	0.7209	NPC76308
Intermediate Similarity	0.7209	NPC325295
Intermediate Similarity	0.7209	NPC45794
Intermediate Similarity	0.7206	NPC217431
Intermediate Similarity	0.72	NPC475002
Intermediate Similarity	0.72	NPC95126
Intermediate Similarity	0.7197	NPC160493
Intermediate Similarity	0.719	NPC255676
Intermediate Similarity	0.7177	NPC31274
Intermediate Similarity	0.7176	NPC243059
Intermediate Similarity	0.7176	NPC280827
Intermediate Similarity	0.7164	NPC295664
Intermediate Similarity	0.7164	NPC476125
Intermediate Similarity	0.7164	NPC476179
Intermediate Similarity	0.7154	NPC136962
Intermediate Similarity	0.7143	NPC127741
Intermediate Similarity	0.7143	NPC108286
Intermediate Similarity	0.7143	NPC234376
Intermediate Similarity	0.7132	NPC472707
Intermediate Similarity	0.7111	NPC136453
Intermediate Similarity	0.7109	NPC221275
Intermediate Similarity	0.7087	NPC265002
Intermediate Similarity	0.7087	NPC128368
Intermediate Similarity	0.7068	NPC26285
Intermediate Similarity	0.7063	NPC476003
Intermediate Similarity	0.7059	NPC105114
Intermediate Similarity	0.7059	NPC270654
Intermediate Similarity	0.7059	NPC89923
Intermediate Similarity	0.7059	NPC152850
Intermediate Similarity	0.7059	NPC239990
Intermediate Similarity	0.7059	NPC71933
Intermediate Similarity	0.7059	NPC289201
Intermediate Similarity	0.705	NPC108553
Intermediate Similarity	0.7037	NPC57607
Intermediate Similarity	0.7034	NPC206764
Intermediate Similarity	0.7031	NPC172525
Intermediate Similarity	0.7031	NPC474363
Intermediate Similarity	0.7031	NPC153053
Intermediate Similarity	0.7025	NPC228400
Intermediate Similarity	0.7025	NPC469481
Intermediate Similarity	0.7025	NPC42211
Intermediate Similarity	0.7025	NPC214200
Intermediate Similarity	0.7023	NPC311091
Intermediate Similarity	0.7023	NPC471033
Intermediate Similarity	0.7018	NPC322387
Intermediate Similarity	0.7016	NPC472316
Intermediate Similarity	0.7016	NPC475203
Intermediate Similarity	0.7016	NPC474376
Intermediate Similarity	0.7016	NPC472315
Intermediate Similarity	0.7015	NPC469927
Intermediate Similarity	0.7008	NPC66208
Intermediate Similarity	0.7008	NPC321852
Intermediate Similarity	0.7007	NPC296712
Intermediate Similarity	0.7	NPC105141
Intermediate Similarity	0.7	NPC242764
Intermediate Similarity	0.7	NPC128249
Intermediate Similarity	0.7	NPC229242
Remote Similarity	0.6992	NPC242913
Remote Similarity	0.6992	NPC19136
Remote Similarity	0.6992	NPC280616
Remote Similarity	0.6992	NPC171831
Remote Similarity	0.6991	NPC294134
Remote Similarity	0.6985	NPC79608
Remote Similarity	0.6984	NPC326187
Remote Similarity	0.6983	NPC86670
Remote Similarity	0.6983	NPC274455
Remote Similarity	0.6983	NPC70940
Remote Similarity	0.6978	NPC275538
Remote Similarity	0.6977	NPC186933
Remote Similarity	0.697	NPC204784
Remote Similarity	0.6967	NPC25458
Remote Similarity	0.6967	NPC318154
Remote Similarity	0.6967	NPC304873
Remote Similarity	0.6963	NPC236981
Remote Similarity	0.6957	NPC301857
Remote Similarity	0.6953	NPC272524
Remote Similarity	0.695	NPC202743
Remote Similarity	0.6944	NPC251439
Remote Similarity	0.6942	NPC118343
Remote Similarity	0.6942	NPC325497
Remote Similarity	0.6942	NPC217621
Remote Similarity	0.694	NPC142577
Remote Similarity	0.694	NPC472271
Remote Similarity	0.6934	NPC476353
Remote Similarity	0.6929	NPC63345
Remote Similarity	0.6929	NPC260818
Remote Similarity	0.6923	NPC210531
Remote Similarity	0.6917	NPC473243
Remote Similarity	0.6912	NPC246166
Remote Similarity	0.6912	NPC85565
Remote Similarity	0.6911	NPC329556
Remote Similarity	0.6911	NPC474365
Remote Similarity	0.6911	NPC301943
Remote Similarity	0.6906	NPC157311
Remote Similarity	0.6905	NPC475282
Remote Similarity	0.6905	NPC318327
Remote Similarity	0.6905	NPC469636
Remote Similarity	0.6901	NPC6570
Remote Similarity	0.6901	NPC68865
Remote Similarity	0.6894	NPC237420
Remote Similarity	0.6894	NPC310467
Remote Similarity	0.6891	NPC172925
Remote Similarity	0.6885	NPC158623
Remote Similarity	0.6884	NPC115797
Remote Similarity	0.6884	NPC165726
Remote Similarity	0.6884	NPC213969
Remote Similarity	0.6884	NPC51448
Remote Similarity	0.688	NPC37115
Remote Similarity	0.6879	NPC173034
Remote Similarity	0.6875	NPC471188
Remote Similarity	0.6875	NPC473301
Remote Similarity	0.6875	NPC474314
Remote Similarity	0.6866	NPC56634
Remote Similarity	0.6861	NPC275576
Remote Similarity	0.6861	NPC470765
Remote Similarity	0.6861	NPC476033
Remote Similarity	0.686	NPC322598
Remote Similarity	0.686	NPC271475
Remote Similarity	0.686	NPC35448
Remote Similarity	0.686	NPC78701
Remote Similarity	0.6857	NPC8761
Remote Similarity	0.6857	NPC44805
Remote Similarity	0.6855	NPC261573
Remote Similarity	0.6855	NPC8931
Remote Similarity	0.6855	NPC120693
Remote Similarity	0.6855	NPC269644
Remote Similarity	0.6853	NPC316906
Remote Similarity	0.685	NPC174099
Remote Similarity	0.6846	NPC217111
Remote Similarity	0.6846	NPC93181
Remote Similarity	0.6846	NPC306740
Remote Similarity	0.6842	NPC160235
Remote Similarity	0.6842	NPC95965
Remote Similarity	0.6842	NPC475710
Remote Similarity	0.6842	NPC472708
Remote Similarity	0.6838	NPC138798
Remote Similarity	0.6838	NPC85511
Remote Similarity	0.6833	NPC3371
Remote Similarity	0.6831	NPC168799

Drug Structure

NPD4136 OpenBabel08211704332D 25 26 0 0 0 0 0 0 0 0999 V2000 1.5000 -0.8660 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 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0981 -1.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0981 -3.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0981 -1.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0981 -3.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5981 -2.5000 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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0981 -3.3660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 21 1 0 0 0 0 3 21 1 0 0 0 0 4 21 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 21 1 0 0 0 0 16 24 1 0 0 0 0 17 20 1 0 0 0 0 18 20 1 0 0 0 0 19 20 1 0 0 0 0 19 22 2 0 0 0 0 19 24 1 0 0 0 0 20 23 1 0 0 0 0 23 25 1 0 0 0 0 M CHG 1 21 1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	328.19
ALogP	-1.6997
MLogP	3.22
XLogP	4.895
HDA	3
HBD	1
Rotatable Bonds	12
TPSA	46.53
RO5 Violation	0