NPASS drugs

Drug Information

Drug ID:	NPD3295
Drug Name:
Molecular Formula:	C19H17NO3
Canonical SMILES:	O=c1cc(oc2c1cccc2c1ccccc1)N1CCOCC1
Standard InCHI:	InChI=1S/C19H17NO3/c21-17-13-18(20-9-11-22-12-10-20)23-19-15(7-4-8-16(17)19)14-5-2-1-3-6-14/h1-8,13H,9-12H2
Standard InCHIKey:	CZQHHVNHHHRRDU-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3295

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	181
0.1-0.2	1113
0.2-0.3	2937
0.3-0.4	8875
0.4-0.5	3703
0.5-0.6	7839
0.6-0.7	5781
0.7-0.8	461
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	0.7956	NPC201284
Intermediate Similarity	0.7914	NPC314329
Intermediate Similarity	0.7826	NPC54243
Intermediate Similarity	0.7826	NPC35744
Intermediate Similarity	0.7778	NPC125887
Intermediate Similarity	0.7754	NPC32298
Intermediate Similarity	0.7647	NPC279916
Intermediate Similarity	0.7639	NPC474264
Intermediate Similarity	0.7616	NPC469437
Intermediate Similarity	0.7603	NPC57552
Intermediate Similarity	0.7582	NPC472409
Intermediate Similarity	0.7569	NPC2771
Intermediate Similarity	0.75	NPC56332
Intermediate Similarity	0.7466	NPC298884
Intermediate Similarity	0.7453	NPC133817
Intermediate Similarity	0.7453	NPC476443
Intermediate Similarity	0.745	NPC474340
Intermediate Similarity	0.7436	NPC59522
Intermediate Similarity	0.7432	NPC228184
Intermediate Similarity	0.7431	NPC93730
Intermediate Similarity	0.7419	NPC52576
Intermediate Similarity	0.7412	NPC309692
Intermediate Similarity	0.7403	NPC11566
Intermediate Similarity	0.74	NPC470406
Intermediate Similarity	0.7394	NPC470092
Intermediate Similarity	0.7386	NPC157855
Intermediate Similarity	0.7386	NPC259685
Intermediate Similarity	0.7383	NPC301717
Intermediate Similarity	0.7381	NPC129578
Intermediate Similarity	0.7379	NPC193805
Intermediate Similarity	0.7351	NPC223354
Intermediate Similarity	0.7351	NPC1249
Intermediate Similarity	0.7347	NPC428300
Intermediate Similarity	0.7347	NPC41721
Intermediate Similarity	0.7338	NPC17848
Intermediate Similarity	0.7333	NPC183103
Intermediate Similarity	0.732	NPC161196
Intermediate Similarity	0.732	NPC254741
Intermediate Similarity	0.7315	NPC245395
Intermediate Similarity	0.7305	NPC469954
Intermediate Similarity	0.7303	NPC125269
Intermediate Similarity	0.7296	NPC23728
Intermediate Similarity	0.7296	NPC110303
Intermediate Similarity	0.729	NPC283429
Intermediate Similarity	0.7285	NPC182428
Intermediate Similarity	0.7285	NPC287533
Intermediate Similarity	0.7279	NPC237868
Intermediate Similarity	0.7278	NPC179970
Intermediate Similarity	0.7273	NPC246214
Intermediate Similarity	0.7266	NPC53953
Intermediate Similarity	0.7261	NPC147145
Intermediate Similarity	0.726	NPC107846
Intermediate Similarity	0.7255	NPC99854
Intermediate Similarity	0.7254	NPC171023
Intermediate Similarity	0.725	NPC132592
Intermediate Similarity	0.725	NPC160821
Intermediate Similarity	0.725	NPC474107
Intermediate Similarity	0.7244	NPC215311
Intermediate Similarity	0.7244	NPC219917
Intermediate Similarity	0.7244	NPC48624
Intermediate Similarity	0.7244	NPC144118
Intermediate Similarity	0.7244	NPC326109
Intermediate Similarity	0.7244	NPC204985
Intermediate Similarity	0.7244	NPC259166
Intermediate Similarity	0.7244	NPC80962
Intermediate Similarity	0.7244	NPC213659
Intermediate Similarity	0.7244	NPC172250
Intermediate Similarity	0.7244	NPC149780
Intermediate Similarity	0.7237	NPC292998
Intermediate Similarity	0.7233	NPC111786
Intermediate Similarity	0.7233	NPC312973
Intermediate Similarity	0.7233	NPC20488
Intermediate Similarity	0.7233	NPC475052
Intermediate Similarity	0.7233	NPC246948
Intermediate Similarity	0.7233	NPC301276
Intermediate Similarity	0.7233	NPC88964
Intermediate Similarity	0.7233	NPC67805
Intermediate Similarity	0.7233	NPC142405
Intermediate Similarity	0.7233	NPC83357
Intermediate Similarity	0.7233	NPC267375
Intermediate Similarity	0.7233	NPC54577
Intermediate Similarity	0.7233	NPC176229
Intermediate Similarity	0.7233	NPC470647
Intermediate Similarity	0.7233	NPC214774
Intermediate Similarity	0.7233	NPC195621
Intermediate Similarity	0.723	NPC22783
Intermediate Similarity	0.7222	NPC83019
Intermediate Similarity	0.7219	NPC284424
Intermediate Similarity	0.7219	NPC266425
Intermediate Similarity	0.7215	NPC149026
Intermediate Similarity	0.7215	NPC175504
Intermediate Similarity	0.7215	NPC150408
Intermediate Similarity	0.7215	NPC39329
Intermediate Similarity	0.7215	NPC91560
Intermediate Similarity	0.7215	NPC221432
Intermediate Similarity	0.7215	NPC75049
Intermediate Similarity	0.7215	NPC17262
Intermediate Similarity	0.7215	NPC143896
Intermediate Similarity	0.7215	NPC169591
Intermediate Similarity	0.7215	NPC38219
Intermediate Similarity	0.7215	NPC310130
Intermediate Similarity	0.7215	NPC164980
Intermediate Similarity	0.7215	NPC68104
Intermediate Similarity	0.7215	NPC257097
Intermediate Similarity	0.7211	NPC224657
Intermediate Similarity	0.7208	NPC186647
Intermediate Similarity	0.7208	NPC301341
Intermediate Similarity	0.72	NPC278787
Intermediate Similarity	0.72	NPC7569
Intermediate Similarity	0.7197	NPC103362
Intermediate Similarity	0.7197	NPC110038
Intermediate Similarity	0.7197	NPC248372
Intermediate Similarity	0.7197	NPC22467
Intermediate Similarity	0.7197	NPC69755
Intermediate Similarity	0.7197	NPC52789
Intermediate Similarity	0.7197	NPC3188
Intermediate Similarity	0.7197	NPC55832
Intermediate Similarity	0.7197	NPC469404
Intermediate Similarity	0.7197	NPC268204
Intermediate Similarity	0.7197	NPC110969
Intermediate Similarity	0.7197	NPC26051
Intermediate Similarity	0.7192	NPC182646
Intermediate Similarity	0.719	NPC217914
Intermediate Similarity	0.7188	NPC79469
Intermediate Similarity	0.7188	NPC283234
Intermediate Similarity	0.7188	NPC24673
Intermediate Similarity	0.7188	NPC218300
Intermediate Similarity	0.7188	NPC104406
Intermediate Similarity	0.7188	NPC201731
Intermediate Similarity	0.7188	NPC473077
Intermediate Similarity	0.7188	NPC296998
Intermediate Similarity	0.7188	NPC282335
Intermediate Similarity	0.7188	NPC237635
Intermediate Similarity	0.7188	NPC97716
Intermediate Similarity	0.7183	NPC45104
Intermediate Similarity	0.7183	NPC217423
Intermediate Similarity	0.7181	NPC196034
Intermediate Similarity	0.7181	NPC475017
Intermediate Similarity	0.7179	NPC295384
Intermediate Similarity	0.7179	NPC53181
Intermediate Similarity	0.7179	NPC217186
Intermediate Similarity	0.7171	NPC101294
Intermediate Similarity	0.7171	NPC229646
Intermediate Similarity	0.7171	NPC473655
Intermediate Similarity	0.717	NPC236766
Intermediate Similarity	0.717	NPC319752
Intermediate Similarity	0.717	NPC473013
Intermediate Similarity	0.717	NPC476055
Intermediate Similarity	0.717	NPC470136
Intermediate Similarity	0.717	NPC197252
Intermediate Similarity	0.717	NPC470135
Intermediate Similarity	0.717	NPC473015
Intermediate Similarity	0.717	NPC209040
Intermediate Similarity	0.717	NPC39045
Intermediate Similarity	0.717	NPC271288
Intermediate Similarity	0.7167	NPC204580
Intermediate Similarity	0.716	NPC177308
Intermediate Similarity	0.716	NPC471115
Intermediate Similarity	0.716	NPC124478
Intermediate Similarity	0.716	NPC29777
Intermediate Similarity	0.7152	NPC228504
Intermediate Similarity	0.7152	NPC11561
Intermediate Similarity	0.7152	NPC10937
Intermediate Similarity	0.7152	NPC194432
Intermediate Similarity	0.7152	NPC141549
Intermediate Similarity	0.7152	NPC182852
Intermediate Similarity	0.7152	NPC76372
Intermediate Similarity	0.7152	NPC220998
Intermediate Similarity	0.7152	NPC167624
Intermediate Similarity	0.7152	NPC296917
Intermediate Similarity	0.7152	NPC64915
Intermediate Similarity	0.7152	NPC1089
Intermediate Similarity	0.7152	NPC226636
Intermediate Similarity	0.7152	NPC66515
Intermediate Similarity	0.7152	NPC78
Intermediate Similarity	0.7152	NPC161506
Intermediate Similarity	0.7152	NPC76338
Intermediate Similarity	0.7152	NPC148757
Intermediate Similarity	0.7152	NPC53016
Intermediate Similarity	0.7152	NPC177354
Intermediate Similarity	0.7152	NPC328164
Intermediate Similarity	0.7152	NPC306829
Intermediate Similarity	0.7152	NPC223500
Intermediate Similarity	0.7152	NPC32739
Intermediate Similarity	0.7152	NPC40833
Intermediate Similarity	0.7152	NPC117674
Intermediate Similarity	0.7152	NPC166934
Intermediate Similarity	0.7152	NPC227579
Intermediate Similarity	0.7152	NPC37496
Intermediate Similarity	0.7152	NPC265040
Intermediate Similarity	0.7152	NPC166482
Intermediate Similarity	0.7152	NPC125855
Intermediate Similarity	0.7152	NPC324134
Intermediate Similarity	0.7152	NPC324436
Intermediate Similarity	0.7152	NPC107572
Intermediate Similarity	0.7151	NPC264938
Intermediate Similarity	0.7143	NPC156092
Intermediate Similarity	0.7143	NPC39195
Intermediate Similarity	0.7143	NPC161191
Intermediate Similarity	0.7143	NPC46869

Drug Structure

NPD3295 OpenBabel08211703112D 23 26 0 0 0 0 0 0 0 0999 V2000 1.7321 -3.0000 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 2.5981 -2.5000 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 -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 2.5981 0.5000 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 -1.7321 -1.0000 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 -2.5981 -1.5000 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 -0.8660 1.5000 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 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 -0.0000 2.0000 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 0.5000 0.0000 C 0 0 0 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 -0.0000 3.0000 0.0000 O 0 0 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 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 5 14 2 0 0 0 0 6 14 1 0 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 9 11 1 0 0 0 0 9 20 1 0 0 0 0 10 12 1 0 0 0 0 10 20 1 0 0 0 0 11 22 1 0 0 0 0 12 22 1 0 0 0 0 13 17 1 0 0 0 0 13 18 2 0 0 0 0 14 15 1 0 0 0 0 15 19 2 0 0 0 0 16 17 1 0 0 0 0 16 19 1 0 0 0 0 17 21 2 0 0 0 0 18 20 1 0 0 0 0 18 23 1 0 0 0 0 19 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000600
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3973
ChEBI
CAS Number

Drug Properties

Molecular Weight	307.12
ALogP	-0.142
MLogP	3.11
XLogP	5.758
HDA	3
HBD	0
Rotatable Bonds	2
TPSA	38.77
RO5 Violation	1