NPASS drugs

Drug Information

Drug ID:	NPD2946
Drug Name:	Altropane
Molecular Formula:	C18H21FINO2
Canonical SMILES:	I/C=C/CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)c1ccc(cc1)F)C(=O)OC
Standard InCHI:	InChI=1S/C18H21FINO2/c1-23-18(22)17-15(12-3-5-13(19)6-4-12)11-14-7-8-16(17)21(14)10-2-9-20/h2-6,9,14-17H,7-8,10-11H2,1H3/b9-2+/t14-,15+,16+,17-/m0/s1
Standard InCHIKey:	GTQLIPQFXVKRKJ-UNSMHXHVSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD2946

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	100
0.1-0.2	652
0.2-0.3	2243
0.3-0.4	11032
0.4-0.5	13923
0.5-0.6	2613
0.6-0.7	311
0.7-0.8	16
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
Intermediate Similarity	0.7874	NPC291027
Intermediate Similarity	0.7874	NPC169485
Intermediate Similarity	0.7874	NPC213126
Intermediate Similarity	0.7874	NPC84281
Intermediate Similarity	0.7874	NPC317474
Intermediate Similarity	0.7721	NPC281104
Intermediate Similarity	0.7541	NPC158854
Intermediate Similarity	0.7463	NPC69496
Intermediate Similarity	0.7299	NPC245836
Intermediate Similarity	0.7299	NPC233910
Intermediate Similarity	0.7293	NPC474847
Intermediate Similarity	0.7288	NPC322598
Intermediate Similarity	0.7239	NPC65310
Intermediate Similarity	0.723	NPC478076
Intermediate Similarity	0.7197	NPC26285
Intermediate Similarity	0.7067	NPC161827
Remote Similarity	0.6993	NPC225319
Remote Similarity	0.6974	NPC153694
Remote Similarity	0.6974	NPC211525
Remote Similarity	0.6948	NPC99632
Remote Similarity	0.6948	NPC282339
Remote Similarity	0.6935	NPC167336
Remote Similarity	0.6935	NPC476198
Remote Similarity	0.6928	NPC263709
Remote Similarity	0.6928	NPC97380
Remote Similarity	0.6928	NPC63210
Remote Similarity	0.6928	NPC148468
Remote Similarity	0.6928	NPC243673
Remote Similarity	0.6928	NPC310403
Remote Similarity	0.6897	NPC471516
Remote Similarity	0.6859	NPC52059
Remote Similarity	0.6859	NPC470069
Remote Similarity	0.6818	NPC193410
Remote Similarity	0.6786	NPC157311
Remote Similarity	0.6774	NPC474058
Remote Similarity	0.6774	NPC248117
Remote Similarity	0.6759	NPC269398
Remote Similarity	0.6759	NPC263493
Remote Similarity	0.6753	NPC61013
Remote Similarity	0.6753	NPC113946
Remote Similarity	0.6738	NPC8761
Remote Similarity	0.6738	NPC44805
Remote Similarity	0.6735	NPC209509
Remote Similarity	0.6732	NPC473297
Remote Similarity	0.6715	NPC285394
Remote Similarity	0.6713	NPC79465
Remote Similarity	0.6713	NPC151706
Remote Similarity	0.6713	NPC90194
Remote Similarity	0.6713	NPC76785
Remote Similarity	0.6713	NPC476102
Remote Similarity	0.6713	NPC474811
Remote Similarity	0.6713	NPC475318
Remote Similarity	0.6713	NPC9687
Remote Similarity	0.6713	NPC260045
Remote Similarity	0.6713	NPC474787
Remote Similarity	0.6713	NPC475598
Remote Similarity	0.6713	NPC273907
Remote Similarity	0.6713	NPC293377
Remote Similarity	0.6713	NPC474855
Remote Similarity	0.6713	NPC49577
Remote Similarity	0.6713	NPC118099
Remote Similarity	0.6709	NPC472115
Remote Similarity	0.6709	NPC472114
Remote Similarity	0.6695	NPC84288
Remote Similarity	0.6667	NPC224970
Remote Similarity	0.6667	NPC167724
Remote Similarity	0.6667	NPC471265
Remote Similarity	0.6667	NPC67043
Remote Similarity	0.6667	NPC12730
Remote Similarity	0.6667	NPC473418
Remote Similarity	0.6667	NPC471264
Remote Similarity	0.6667	NPC223595
Remote Similarity	0.6646	NPC476425
Remote Similarity	0.6621	NPC470884
Remote Similarity	0.6621	NPC98424
Remote Similarity	0.6621	NPC178662
Remote Similarity	0.6621	NPC92784
Remote Similarity	0.6621	NPC476133
Remote Similarity	0.6603	NPC36495
Remote Similarity	0.6601	NPC68967
Remote Similarity	0.6599	NPC161069
Remote Similarity	0.6591	NPC33742
Remote Similarity	0.6571	NPC105114
Remote Similarity	0.6571	NPC152850
Remote Similarity	0.6571	NPC239990
Remote Similarity	0.6571	NPC89923
Remote Similarity	0.6571	NPC71933
Remote Similarity	0.6564	NPC476441
Remote Similarity	0.6554	NPC476978
Remote Similarity	0.6544	NPC80150
Remote Similarity	0.6544	NPC200964
Remote Similarity	0.6543	NPC298851
Remote Similarity	0.6543	NPC21752
Remote Similarity	0.6543	NPC276993
Remote Similarity	0.6543	NPC293255
Remote Similarity	0.6543	NPC181138
Remote Similarity	0.6543	NPC210415
Remote Similarity	0.6541	NPC197470
Remote Similarity	0.6538	NPC123241
Remote Similarity	0.6532	NPC7435
Remote Similarity	0.6522	NPC6975
Remote Similarity	0.6519	NPC293458
Remote Similarity	0.6519	NPC310467
Remote Similarity	0.651	NPC5620
Remote Similarity	0.6504	NPC293628
Remote Similarity	0.6504	NPC226041
Remote Similarity	0.6504	NPC122493
Remote Similarity	0.6504	NPC324569
Remote Similarity	0.6504	NPC10781
Remote Similarity	0.65	NPC279527
Remote Similarity	0.65	NPC86987
Remote Similarity	0.65	NPC214960
Remote Similarity	0.65	NPC136453
Remote Similarity	0.6497	NPC476443
Remote Similarity	0.6497	NPC133817
Remote Similarity	0.6493	NPC315276
Remote Similarity	0.6493	NPC14672
Remote Similarity	0.6493	NPC285926
Remote Similarity	0.6491	NPC231986
Remote Similarity	0.649	NPC240848
Remote Similarity	0.6474	NPC29285
Remote Similarity	0.6463	NPC264482
Remote Similarity	0.6463	NPC203202
Remote Similarity	0.6463	NPC239762
Remote Similarity	0.6463	NPC163392
Remote Similarity	0.6462	NPC65855
Remote Similarity	0.6462	NPC292758
Remote Similarity	0.6458	NPC313663
Remote Similarity	0.6447	NPC2501
Remote Similarity	0.6444	NPC169328
Remote Similarity	0.6443	NPC475128
Remote Similarity	0.6439	NPC474584
Remote Similarity	0.6434	NPC255447
Remote Similarity	0.6429	NPC122590
Remote Similarity	0.6424	NPC138775
Remote Similarity	0.6423	NPC190663
Remote Similarity	0.6415	NPC472101
Remote Similarity	0.6415	NPC472120
Remote Similarity	0.6415	NPC472121
Remote Similarity	0.6412	NPC319579
Remote Similarity	0.6408	NPC473322
Remote Similarity	0.6403	NPC474082
Remote Similarity	0.6403	NPC175726
Remote Similarity	0.64	NPC316008
Remote Similarity	0.64	NPC221825
Remote Similarity	0.64	NPC313867
Remote Similarity	0.64	NPC322878
Remote Similarity	0.6398	NPC278887
Remote Similarity	0.6393	NPC474974
Remote Similarity	0.6391	NPC276949
Remote Similarity	0.6391	NPC35850
Remote Similarity	0.6386	NPC218594
Remote Similarity	0.6386	NPC99043
Remote Similarity	0.6386	NPC6974
Remote Similarity	0.6383	NPC124776
Remote Similarity	0.6379	NPC288903
Remote Similarity	0.6379	NPC44830
Remote Similarity	0.6378	NPC164859
Remote Similarity	0.6377	NPC202521
Remote Similarity	0.6376	NPC57976
Remote Similarity	0.6364	NPC329011
Remote Similarity	0.6364	NPC162104
Remote Similarity	0.6358	NPC314358
Remote Similarity	0.6358	NPC262077
Remote Similarity	0.6358	NPC297322
Remote Similarity	0.6357	NPC474111
Remote Similarity	0.6357	NPC327481
Remote Similarity	0.6357	NPC329705
Remote Similarity	0.6357	NPC191215
Remote Similarity	0.6357	NPC274089
Remote Similarity	0.6352	NPC309531
Remote Similarity	0.6352	NPC472102
Remote Similarity	0.6343	NPC472164
Remote Similarity	0.6341	NPC256452
Remote Similarity	0.634	NPC129666
Remote Similarity	0.6335	NPC472106
Remote Similarity	0.6333	NPC314388
Remote Similarity	0.6333	NPC52748
Remote Similarity	0.6333	NPC315283
Remote Similarity	0.6333	NPC9822
Remote Similarity	0.6331	NPC160493
Remote Similarity	0.6325	NPC476326
Remote Similarity	0.6319	NPC130309
Remote Similarity	0.6316	NPC329761
Remote Similarity	0.6316	NPC260194
Remote Similarity	0.6316	NPC225648
Remote Similarity	0.6312	NPC47667
Remote Similarity	0.6312	NPC472117
Remote Similarity	0.6304	NPC478016
Remote Similarity	0.6304	NPC476990
Remote Similarity	0.6304	NPC478015
Remote Similarity	0.6304	NPC478014
Remote Similarity	0.6303	NPC322387
Remote Similarity	0.6303	NPC329338
Remote Similarity	0.6303	NPC469726
Remote Similarity	0.6301	NPC248283
Remote Similarity	0.6299	NPC474112
Remote Similarity	0.6296	NPC188010
Remote Similarity	0.6296	NPC473573
Remote Similarity	0.6291	NPC315266

Drug Structure

NPD2946 OpenBabel08211702562D 23 25 0 0 1 0 0 0 0 0999 V2000 0.4366 3.8459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5201 0.7159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8922 1.8641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7770 0.3316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7770 2.3750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6618 0.8424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8781 -0.9502 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2937 -0.0168 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9625 0.9713 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4667 0.2078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9281 -0.5944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8922 0.8424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6618 1.8641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1107 -1.2071 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9588 0.4269 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8231 0.8902 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.1794 1.0875 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4365 2.0763 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5466 2.3750 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.9625 1.4822 0.0000 I 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 1.4581 2.0762 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0743 2.9611 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 9 2 0 0 0 0 2 10 1 0 0 0 0 3 5 1 0 0 0 0 3 12 2 0 0 0 0 4 6 2 0 0 0 0 4 12 1 0 0 0 0 5 13 2 0 0 0 0 6 13 1 0 0 0 0 7 8 1 0 0 0 0 9 20 1 0 0 0 0 10 21 1 0 0 0 0 11 14 1 0 0 0 0 11 15 1 0 0 0 0 13 19 1 0 0 0 0 14 7 1 6 0 0 0 14 21 1 0 0 0 0 15 12 1 1 0 0 0 15 17 1 0 0 0 0 16 8 1 6 0 0 0 16 17 1 0 0 0 0 16 21 1 0 0 0 0 17 18 1 1 0 0 0 18 22 2 0 0 0 0 18 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB04947
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	135696
CAS Number	180468-34-2

Drug Properties

Molecular Weight	429.06
ALogP	0.5916
MLogP	2.89
XLogP	4.969
HDA	3
HBD	0
Rotatable Bonds	8
TPSA	29.54
RO5 Violation	0