NPASS drugs

Drug Information

Drug ID:	NPD6099
Drug Name:	Nabilone
Molecular Formula:	C24H36O3
Canonical SMILES:	CCCCCCC(c1cc(O)c2c(c1)OC(C1C2CC(=O)CC1)(C)C)(C)C
Standard InCHI:	InChI=1S/C24H36O3/c1-6-7-8-9-12-23(2,3)16-13-20(26)22-18-15-17(25)10-11-19(18)24(4,5)27-21(22)14-16/h13-14,18-19,26H,6-12,15H2,1-5H3
Standard InCHIKey:	GECBBEABIDMGGL-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6099

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	258
0.1-0.2	1168
0.2-0.3	1934
0.3-0.4	4569
0.4-0.5	8558
0.5-0.6	3151
0.6-0.7	5059
0.7-0.8	5819
0.8-0.85	356
0.85-0.9	18
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	0.8779	NPC96940
High Similarity	0.8741	NPC470673
High Similarity	0.8741	NPC470674
High Similarity	0.8741	NPC117716
High Similarity	0.8667	NPC472797
High Similarity	0.8667	NPC96719
High Similarity	0.8667	NPC222108
High Similarity	0.8658	NPC4547
High Similarity	0.8601	NPC1534
High Similarity	0.86	NPC272196
High Similarity	0.8552	NPC473135
High Similarity	0.8552	NPC470676
High Similarity	0.8552	NPC196114
High Similarity	0.8552	NPC473132
High Similarity	0.8529	NPC16577
High Similarity	0.8514	NPC305965
High Similarity	0.8514	NPC478148
High Similarity	0.85	NPC474610
Intermediate Similarity	0.8478	NPC472798
Intermediate Similarity	0.8478	NPC469611
Intermediate Similarity	0.8472	NPC310340
Intermediate Similarity	0.8462	NPC477272
Intermediate Similarity	0.8462	NPC275734
Intermediate Similarity	0.8456	NPC38604
Intermediate Similarity	0.8456	NPC211179
Intermediate Similarity	0.8456	NPC87708
Intermediate Similarity	0.8446	NPC150928
Intermediate Similarity	0.8421	NPC472617
Intermediate Similarity	0.8417	NPC469610
Intermediate Similarity	0.8409	NPC218753
Intermediate Similarity	0.8406	NPC8899
Intermediate Similarity	0.8406	NPC472590
Intermediate Similarity	0.8406	NPC160623
Intermediate Similarity	0.8403	NPC96692
Intermediate Similarity	0.84	NPC210942
Intermediate Similarity	0.84	NPC169990
Intermediate Similarity	0.84	NPC472799
Intermediate Similarity	0.8394	NPC472796
Intermediate Similarity	0.8394	NPC472795
Intermediate Similarity	0.8389	NPC470675
Intermediate Similarity	0.8389	NPC474417
Intermediate Similarity	0.8389	NPC149526
Intermediate Similarity	0.8389	NPC72958
Intermediate Similarity	0.8389	NPC232645
Intermediate Similarity	0.8389	NPC473131
Intermediate Similarity	0.8389	NPC149085
Intermediate Similarity	0.8382	NPC46978
Intermediate Similarity	0.8382	NPC473134
Intermediate Similarity	0.8378	NPC158338
Intermediate Similarity	0.8378	NPC100985
Intermediate Similarity	0.8378	NPC97029
Intermediate Similarity	0.8378	NPC288036
Intermediate Similarity	0.8378	NPC65589
Intermediate Similarity	0.8378	NPC473978
Intermediate Similarity	0.8378	NPC97028
Intermediate Similarity	0.8369	NPC472800
Intermediate Similarity	0.8367	NPC142863
Intermediate Similarity	0.8356	NPC471608
Intermediate Similarity	0.8344	NPC175192
Intermediate Similarity	0.8333	NPC217447
Intermediate Similarity	0.8333	NPC142527
Intermediate Similarity	0.8322	NPC158866
Intermediate Similarity	0.8322	NPC474487
Intermediate Similarity	0.8322	NPC470671
Intermediate Similarity	0.8322	NPC474504
Intermediate Similarity	0.8322	NPC470672
Intermediate Similarity	0.8311	NPC7025
Intermediate Similarity	0.8311	NPC27221
Intermediate Similarity	0.8311	NPC256672
Intermediate Similarity	0.8301	NPC474373
Intermediate Similarity	0.8299	NPC477955
Intermediate Similarity	0.8288	NPC11700
Intermediate Similarity	0.8278	NPC329844
Intermediate Similarity	0.8261	NPC206028
Intermediate Similarity	0.8258	NPC85895
Intermediate Similarity	0.8258	NPC137294
Intermediate Similarity	0.8258	NPC475106
Intermediate Similarity	0.8255	NPC471114
Intermediate Similarity	0.8255	NPC65775
Intermediate Similarity	0.8255	NPC10027
Intermediate Similarity	0.8255	NPC474052
Intermediate Similarity	0.8255	NPC329933
Intermediate Similarity	0.8255	NPC269420
Intermediate Similarity	0.8247	NPC472618
Intermediate Similarity	0.8243	NPC123202
Intermediate Similarity	0.8243	NPC7943
Intermediate Similarity	0.8243	NPC150215
Intermediate Similarity	0.8243	NPC22005
Intermediate Similarity	0.8243	NPC300988
Intermediate Similarity	0.8243	NPC34802
Intermediate Similarity	0.8243	NPC10990
Intermediate Similarity	0.8239	NPC242712
Intermediate Similarity	0.8235	NPC158542
Intermediate Similarity	0.8231	NPC271288
Intermediate Similarity	0.8231	NPC311144
Intermediate Similarity	0.8231	NPC29577
Intermediate Similarity	0.8227	NPC213122
Intermediate Similarity	0.8224	NPC275575
Intermediate Similarity	0.8219	NPC73028
Intermediate Similarity	0.8219	NPC144499
Intermediate Similarity	0.8219	NPC202981
Intermediate Similarity	0.8217	NPC125465
Intermediate Similarity	0.8212	NPC40356
Intermediate Similarity	0.8212	NPC154683
Intermediate Similarity	0.8212	NPC45934
Intermediate Similarity	0.8207	NPC469818
Intermediate Similarity	0.8207	NPC284550
Intermediate Similarity	0.8207	NPC171094
Intermediate Similarity	0.8207	NPC129853
Intermediate Similarity	0.8207	NPC76445
Intermediate Similarity	0.82	NPC227122
Intermediate Similarity	0.82	NPC325983
Intermediate Similarity	0.82	NPC202595
Intermediate Similarity	0.8194	NPC79372
Intermediate Similarity	0.8194	NPC76312
Intermediate Similarity	0.8188	NPC37139
Intermediate Similarity	0.8188	NPC145467
Intermediate Similarity	0.8188	NPC35150
Intermediate Similarity	0.8188	NPC106328
Intermediate Similarity	0.8188	NPC105415
Intermediate Similarity	0.8182	NPC239118
Intermediate Similarity	0.8176	NPC130176
Intermediate Similarity	0.8176	NPC469758
Intermediate Similarity	0.8176	NPC24136
Intermediate Similarity	0.8176	NPC127059
Intermediate Similarity	0.8176	NPC290133
Intermediate Similarity	0.8176	NPC285630
Intermediate Similarity	0.8176	NPC299011
Intermediate Similarity	0.8176	NPC99454
Intermediate Similarity	0.8176	NPC187282
Intermediate Similarity	0.8176	NPC237208
Intermediate Similarity	0.817	NPC472907
Intermediate Similarity	0.817	NPC164427
Intermediate Similarity	0.8169	NPC327382
Intermediate Similarity	0.8163	NPC113770
Intermediate Similarity	0.8163	NPC473813
Intermediate Similarity	0.8163	NPC219915
Intermediate Similarity	0.8163	NPC166138
Intermediate Similarity	0.8163	NPC18585
Intermediate Similarity	0.8163	NPC473812
Intermediate Similarity	0.8163	NPC106985
Intermediate Similarity	0.8162	NPC270030
Intermediate Similarity	0.8158	NPC280530
Intermediate Similarity	0.8158	NPC178964
Intermediate Similarity	0.8158	NPC95842
Intermediate Similarity	0.8153	NPC316262
Intermediate Similarity	0.8153	NPC314653
Intermediate Similarity	0.8151	NPC126534
Intermediate Similarity	0.8151	NPC40118
Intermediate Similarity	0.8151	NPC232021
Intermediate Similarity	0.8148	NPC74137
Intermediate Similarity	0.8146	NPC258249
Intermediate Similarity	0.8141	NPC470694
Intermediate Similarity	0.8141	NPC206605
Intermediate Similarity	0.8141	NPC473022
Intermediate Similarity	0.8138	NPC109232
Intermediate Similarity	0.8138	NPC316480
Intermediate Similarity	0.8138	NPC155552
Intermediate Similarity	0.8138	NPC140890
Intermediate Similarity	0.8133	NPC291049
Intermediate Similarity	0.8133	NPC223988
Intermediate Similarity	0.8133	NPC233267
Intermediate Similarity	0.8133	NPC6923
Intermediate Similarity	0.8133	NPC146014
Intermediate Similarity	0.8133	NPC473016
Intermediate Similarity	0.8129	NPC119224
Intermediate Similarity	0.8129	NPC476280
Intermediate Similarity	0.8125	NPC228661
Intermediate Similarity	0.8125	NPC23870
Intermediate Similarity	0.8121	NPC71055
Intermediate Similarity	0.8121	NPC17101
Intermediate Similarity	0.8121	NPC308200
Intermediate Similarity	0.8121	NPC77903
Intermediate Similarity	0.8121	NPC259632
Intermediate Similarity	0.812	NPC184302
Intermediate Similarity	0.8117	NPC282390
Intermediate Similarity	0.8117	NPC201127
Intermediate Similarity	0.8117	NPC196448
Intermediate Similarity	0.8117	NPC472963
Intermediate Similarity	0.8117	NPC281137
Intermediate Similarity	0.8108	NPC212697
Intermediate Similarity	0.8108	NPC469764
Intermediate Similarity	0.8108	NPC131568
Intermediate Similarity	0.8108	NPC472446
Intermediate Similarity	0.8108	NPC184649
Intermediate Similarity	0.8108	NPC131579
Intermediate Similarity	0.8108	NPC473014
Intermediate Similarity	0.8108	NPC472447
Intermediate Similarity	0.8108	NPC32470
Intermediate Similarity	0.8108	NPC303185
Intermediate Similarity	0.8108	NPC235217
Intermediate Similarity	0.8108	NPC134621
Intermediate Similarity	0.8102	NPC131397
Intermediate Similarity	0.8102	NPC476254
Intermediate Similarity	0.8095	NPC474599
Intermediate Similarity	0.8095	NPC3732
Intermediate Similarity	0.8095	NPC297600
Intermediate Similarity	0.8095	NPC84266
Intermediate Similarity	0.8092	NPC321363
Intermediate Similarity	0.8092	NPC253904

Drug Structure

NPD6099 OpenBabel08211708292D 28 30 0 0 1 0 0 0 0 0999 V2000 -0.8660 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 -2.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3660 1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 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 0.5000 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 -3.0000 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 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 1.7321 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 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 -1.7321 -3.0000 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 4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 23 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 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 12 1 0 0 0 0 10 11 1 0 0 0 0 10 17 1 0 0 0 0 11 19 1 0 0 0 0 12 23 1 0 0 0 0 13 16 2 0 0 0 0 13 20 1 0 0 0 0 14 16 1 0 0 0 0 14 21 2 0 0 0 0 15 17 1 0 0 0 0 15 18 1 0 0 0 0 16 23 1 0 0 0 0 17 25 2 0 0 0 0 18 19 1 0 0 0 0 18 22 1 0 0 0 0 19 24 1 0 0 0 0 20 22 2 0 0 0 0 20 26 1 0 0 0 0 21 22 1 0 0 0 0 21 27 1 0 0 0 0 24 27 1 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS	9071
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	372.27
ALogP	-0.4234
MLogP	3.77
XLogP	6.843
HDA	1
HBD	1
Rotatable Bonds	12
TPSA	46.53
RO5 Violation	1