NPASS drugs

Drug Information

Drug ID:	NPD2195
Drug Name:
Molecular Formula:	C16H23NO
Canonical SMILES:	Oc1ccc2c(c1)[C@@]1(C)CCCCC[C@@H](C2)[C@H]1N
Standard InCHI:	InChI=1S/C16H23NO/c1-16-8-4-2-3-5-12(15(16)17)9-11-6-7-13(18)10-14(11)16/h6-7,10,12,15,18H,2-5,8-9,17H2,1H3/t12-,15+,16+/m0/s1
Standard InCHIKey:	VTMVHDZWSFQSQP-APHBMKBZSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2195

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	163
0.1-0.2	1152
0.2-0.3	3285
0.3-0.4	8145
0.4-0.5	7301
0.5-0.6	8471
0.6-0.7	2124
0.7-0.8	241
0.8-0.85	1
0.85-0.9	7
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	0.8837	NPC149379
High Similarity	0.8672	NPC8305
High Similarity	0.8672	NPC66177
High Similarity	0.8672	NPC268763
High Similarity	0.8538	NPC126859
High Similarity	0.8538	NPC259665
High Similarity	0.8538	NPC89769
Intermediate Similarity	0.8462	NPC124802
Intermediate Similarity	0.7983	NPC68055
Intermediate Similarity	0.7903	NPC322753
Intermediate Similarity	0.784	NPC250323
Intermediate Similarity	0.7823	NPC141782
Intermediate Similarity	0.7823	NPC13482
Intermediate Similarity	0.7805	NPC11554
Intermediate Similarity	0.776	NPC260323
Intermediate Similarity	0.776	NPC176279
Intermediate Similarity	0.7731	NPC125732
Intermediate Similarity	0.7724	NPC151477
Intermediate Similarity	0.7717	NPC195922
Intermediate Similarity	0.7698	NPC146422
Intermediate Similarity	0.7681	NPC325568
Intermediate Similarity	0.7667	NPC211885
Intermediate Similarity	0.766	NPC219233
Intermediate Similarity	0.766	NPC211468
Intermediate Similarity	0.766	NPC170170
Intermediate Similarity	0.7606	NPC323123
Intermediate Similarity	0.76	NPC58865
Intermediate Similarity	0.7578	NPC268160
Intermediate Similarity	0.7561	NPC117115
Intermediate Similarity	0.7557	NPC283760
Intermediate Similarity	0.7538	NPC477136
Intermediate Similarity	0.7519	NPC192948
Intermediate Similarity	0.7519	NPC35797
Intermediate Similarity	0.7519	NPC147179
Intermediate Similarity	0.75	NPC715
Intermediate Similarity	0.75	NPC21594
Intermediate Similarity	0.75	NPC225464
Intermediate Similarity	0.7482	NPC33338
Intermediate Similarity	0.7482	NPC300020
Intermediate Similarity	0.7482	NPC302171
Intermediate Similarity	0.7481	NPC48342
Intermediate Similarity	0.7481	NPC164649
Intermediate Similarity	0.7481	NPC85276
Intermediate Similarity	0.748	NPC470770
Intermediate Similarity	0.748	NPC77772
Intermediate Similarity	0.748	NPC266937
Intermediate Similarity	0.748	NPC95716
Intermediate Similarity	0.7462	NPC474358
Intermediate Similarity	0.7462	NPC474387
Intermediate Similarity	0.7462	NPC219112
Intermediate Similarity	0.7462	NPC137496
Intermediate Similarity	0.7462	NPC308311
Intermediate Similarity	0.7462	NPC477137
Intermediate Similarity	0.7462	NPC471668
Intermediate Similarity	0.7462	NPC38893
Intermediate Similarity	0.7462	NPC154511
Intermediate Similarity	0.7462	NPC247858
Intermediate Similarity	0.7462	NPC308828
Intermediate Similarity	0.7462	NPC257540
Intermediate Similarity	0.744	NPC320439
Intermediate Similarity	0.7438	NPC92730
Intermediate Similarity	0.7424	NPC42657
Intermediate Similarity	0.7422	NPC62867
Intermediate Similarity	0.7422	NPC177962
Intermediate Similarity	0.7422	NPC46940
Intermediate Similarity	0.7422	NPC228425
Intermediate Similarity	0.7405	NPC16030
Intermediate Similarity	0.7405	NPC172219
Intermediate Similarity	0.7405	NPC304510
Intermediate Similarity	0.7402	NPC474149
Intermediate Similarity	0.7395	NPC27323
Intermediate Similarity	0.7395	NPC316301
Intermediate Similarity	0.7377	NPC29601
Intermediate Similarity	0.7377	NPC225506
Intermediate Similarity	0.7368	NPC99734
Intermediate Similarity	0.7368	NPC190501
Intermediate Similarity	0.7368	NPC318552
Intermediate Similarity	0.7355	NPC32674
Intermediate Similarity	0.7348	NPC469609
Intermediate Similarity	0.7348	NPC471671
Intermediate Similarity	0.7344	NPC21890
Intermediate Similarity	0.7344	NPC151537
Intermediate Similarity	0.7333	NPC222146
Intermediate Similarity	0.7328	NPC92
Intermediate Similarity	0.7328	NPC469663
Intermediate Similarity	0.7328	NPC141001
Intermediate Similarity	0.7323	NPC290566
Intermediate Similarity	0.7323	NPC145638
Intermediate Similarity	0.7317	NPC252105
Intermediate Similarity	0.7313	NPC241001
Intermediate Similarity	0.7313	NPC259703
Intermediate Similarity	0.7313	NPC328504
Intermediate Similarity	0.7313	NPC32322
Intermediate Similarity	0.7311	NPC55903
Intermediate Similarity	0.7308	NPC471534
Intermediate Similarity	0.7308	NPC118202
Intermediate Similarity	0.7295	NPC33675
Intermediate Similarity	0.7295	NPC252821
Intermediate Similarity	0.7295	NPC299762
Intermediate Similarity	0.7295	NPC122005
Intermediate Similarity	0.7293	NPC79933
Intermediate Similarity	0.7293	NPC258366
Intermediate Similarity	0.7293	NPC469644
Intermediate Similarity	0.7293	NPC473974
Intermediate Similarity	0.7293	NPC31296
Intermediate Similarity	0.7293	NPC93071
Intermediate Similarity	0.7293	NPC126002
Intermediate Similarity	0.7273	NPC473388
Intermediate Similarity	0.7273	NPC82664
Intermediate Similarity	0.7273	NPC132271
Intermediate Similarity	0.7273	NPC292730
Intermediate Similarity	0.7273	NPC216520
Intermediate Similarity	0.7273	NPC137096
Intermediate Similarity	0.7267	NPC60538
Intermediate Similarity	0.7267	NPC207824
Intermediate Similarity	0.7267	NPC329969
Intermediate Similarity	0.7266	NPC132720
Intermediate Similarity	0.7259	NPC142198
Intermediate Similarity	0.7259	NPC77569
Intermediate Similarity	0.7252	NPC469719
Intermediate Similarity	0.7252	NPC317254
Intermediate Similarity	0.725	NPC76938
Intermediate Similarity	0.7244	NPC24101
Intermediate Similarity	0.7244	NPC96224
Intermediate Similarity	0.7239	NPC118522
Intermediate Similarity	0.7239	NPC260832
Intermediate Similarity	0.7239	NPC68339
Intermediate Similarity	0.7239	NPC115627
Intermediate Similarity	0.7239	NPC169207
Intermediate Similarity	0.7239	NPC135467
Intermediate Similarity	0.7236	NPC289381
Intermediate Similarity	0.7236	NPC155847
Intermediate Similarity	0.7227	NPC304541
Intermediate Similarity	0.7227	NPC155908
Intermediate Similarity	0.7222	NPC477814
Intermediate Similarity	0.7222	NPC231705
Intermediate Similarity	0.7222	NPC271274
Intermediate Similarity	0.7218	NPC154030
Intermediate Similarity	0.7215	NPC476573
Intermediate Similarity	0.7215	NPC35627
Intermediate Similarity	0.7215	NPC81247
Intermediate Similarity	0.7213	NPC79241
Intermediate Similarity	0.7213	NPC77492
Intermediate Similarity	0.7213	NPC6597
Intermediate Similarity	0.7206	NPC121168
Intermediate Similarity	0.72	NPC238696
Intermediate Similarity	0.72	NPC254965
Intermediate Similarity	0.72	NPC327811
Intermediate Similarity	0.7197	NPC188867
Intermediate Similarity	0.7197	NPC281686
Intermediate Similarity	0.7197	NPC106551
Intermediate Similarity	0.7197	NPC82963
Intermediate Similarity	0.7194	NPC145888
Intermediate Similarity	0.7194	NPC16031
Intermediate Similarity	0.7194	NPC161593
Intermediate Similarity	0.7192	NPC470925
Intermediate Similarity	0.719	NPC274678
Intermediate Similarity	0.719	NPC26244
Intermediate Similarity	0.719	NPC32714
Intermediate Similarity	0.7188	NPC258056
Intermediate Similarity	0.7188	NPC314187
Intermediate Similarity	0.7188	NPC254833
Intermediate Similarity	0.7188	NPC228343
Intermediate Similarity	0.7176	NPC107240
Intermediate Similarity	0.7176	NPC142599
Intermediate Similarity	0.7174	NPC318965
Intermediate Similarity	0.7171	NPC76213
Intermediate Similarity	0.7171	NPC277669
Intermediate Similarity	0.7167	NPC94139
Intermediate Similarity	0.7167	NPC162314
Intermediate Similarity	0.7167	NPC306884
Intermediate Similarity	0.7167	NPC3358
Intermediate Similarity	0.7167	NPC147284
Intermediate Similarity	0.7167	NPC210497
Intermediate Similarity	0.7165	NPC142297
Intermediate Similarity	0.7164	NPC151197
Intermediate Similarity	0.7164	NPC268572
Intermediate Similarity	0.7163	NPC326966
Intermediate Similarity	0.7161	NPC79328
Intermediate Similarity	0.7154	NPC471179
Intermediate Similarity	0.7153	NPC140359
Intermediate Similarity	0.7153	NPC13020
Intermediate Similarity	0.7153	NPC307020
Intermediate Similarity	0.7143	NPC192
Intermediate Similarity	0.7143	NPC47284
Intermediate Similarity	0.7143	NPC283468
Intermediate Similarity	0.7143	NPC138942
Intermediate Similarity	0.7143	NPC311737
Intermediate Similarity	0.7143	NPC38458
Intermediate Similarity	0.7132	NPC249340
Intermediate Similarity	0.7132	NPC162935
Intermediate Similarity	0.7132	NPC154696
Intermediate Similarity	0.7132	NPC296683
Intermediate Similarity	0.7132	NPC253627
Intermediate Similarity	0.7131	NPC312132
Intermediate Similarity	0.7131	NPC202986
Intermediate Similarity	0.7131	NPC259512
Intermediate Similarity	0.7121	NPC10286
Intermediate Similarity	0.7121	NPC213
Intermediate Similarity	0.712	NPC168829

Drug Structure

NPD2195 OpenBabel08211701392D 21 23 0 0 1 0 0 0 0 0999 V2000 0.4620 0.8869 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 -0.3420 -1.9397 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9848 -0.8264 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3420 -1.9397 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6428 -0.2340 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 -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 1 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 -0.8660 -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 2 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 6 7 2 0 0 0 0 6 11 1 0 0 0 0 7 13 1 0 0 0 0 8 16 1 0 0 0 0 9 11 1 0 0 0 0 9 12 1 0 0 0 0 10 13 2 0 0 0 0 10 14 1 0 0 0 0 11 14 2 0 0 0 0 12 5 1 1 0 0 0 12 15 1 0 0 0 0 13 18 1 0 0 0 0 14 16 1 0 0 0 0 15 16 1 6 0 0 0 15 17 1 0 0 0 0 16 1 1 6 0 0 0 17 19 1 0 0 0 0 17 20 1 0 0 0 0 18 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001100
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6337211
ChEBI
CAS Number

Drug Properties

Molecular Weight	245.18
ALogP	-1.5193
MLogP	3
XLogP	3.903
HDA	1
HBD	2
Rotatable Bonds	3
TPSA	46.25
RO5 Violation	0