NPASS drugs

Drug Information

Drug ID:	NPD1632
Drug Name:
Molecular Formula:	C15H15NO4
Canonical SMILES:	Oc1ccc(cc1O)C1CNCc2c1ccc(c2O)O
Standard InCHI:	InChI=1S/C15H15NO4/c17-12-3-1-8(5-14(12)19)10-6-16-7-11-9(10)2-4-13(18)15(11)20/h1-5,10,16-20H,6-7H2
Standard InCHIKey:	FULLEMQICAKPOE-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1632

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	203
0.1-0.2	1194
0.2-0.3	4895
0.3-0.4	7856
0.4-0.5	5180
0.5-0.6	8964
0.6-0.7	2193
0.7-0.8	348
0.8-0.85	45
0.85-0.9	8
0.9-0.95	4
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	0.9333	NPC323123
High Similarity	0.9259	NPC211468
High Similarity	0.9259	NPC170170
High Similarity	0.9259	NPC219233
High Similarity	0.8955	NPC302171
High Similarity	0.8955	NPC300020
High Similarity	0.8955	NPC33338
High Similarity	0.8931	NPC318965
High Similarity	0.8767	NPC2295
High Similarity	0.8767	NPC477564
High Similarity	0.8503	NPC76213
High Similarity	0.8503	NPC277669
Intermediate Similarity	0.8367	NPC60538
Intermediate Similarity	0.8367	NPC207824
Intermediate Similarity	0.8367	NPC103379
Intermediate Similarity	0.8367	NPC477565
Intermediate Similarity	0.8321	NPC85276
Intermediate Similarity	0.8276	NPC294249
Intermediate Similarity	0.8231	NPC476151
Intermediate Similarity	0.8212	NPC5238
Intermediate Similarity	0.8212	NPC207757
Intermediate Similarity	0.8212	NPC204828
Intermediate Similarity	0.8212	NPC193949
Intermediate Similarity	0.8212	NPC184026
Intermediate Similarity	0.8212	NPC295691
Intermediate Similarity	0.8212	NPC469817
Intermediate Similarity	0.8212	NPC189266
Intermediate Similarity	0.8212	NPC278799
Intermediate Similarity	0.8212	NPC54379
Intermediate Similarity	0.8212	NPC110416
Intermediate Similarity	0.8212	NPC2413
Intermediate Similarity	0.8212	NPC127674
Intermediate Similarity	0.8212	NPC276588
Intermediate Similarity	0.8212	NPC39701
Intermediate Similarity	0.8212	NPC172765
Intermediate Similarity	0.8212	NPC249797
Intermediate Similarity	0.8176	NPC24233
Intermediate Similarity	0.8176	NPC135538
Intermediate Similarity	0.8176	NPC428
Intermediate Similarity	0.8176	NPC147390
Intermediate Similarity	0.8176	NPC476571
Intermediate Similarity	0.8176	NPC246587
Intermediate Similarity	0.8141	NPC81247
Intermediate Similarity	0.8141	NPC35627
Intermediate Similarity	0.8141	NPC476573
Intermediate Similarity	0.8108	NPC191376
Intermediate Similarity	0.8108	NPC179825
Intermediate Similarity	0.8108	NPC321505
Intermediate Similarity	0.8077	NPC284183
Intermediate Similarity	0.8077	NPC4138
Intermediate Similarity	0.8077	NPC121275
Intermediate Similarity	0.8042	NPC131204
Intermediate Similarity	0.8042	NPC301050
Intermediate Similarity	0.8	NPC477020
Intermediate Similarity	0.8	NPC192135
Intermediate Similarity	0.8	NPC146422
Intermediate Similarity	0.8	NPC66341
Intermediate Similarity	0.7987	NPC69712
Intermediate Similarity	0.7987	NPC26240
Intermediate Similarity	0.7987	NPC477562
Intermediate Similarity	0.7973	NPC185838
Intermediate Similarity	0.7958	NPC160692
Intermediate Similarity	0.7949	NPC60186
Intermediate Similarity	0.7947	NPC220858
Intermediate Similarity	0.7947	NPC192768
Intermediate Similarity	0.7947	NPC88249
Intermediate Similarity	0.7947	NPC97221
Intermediate Similarity	0.7947	NPC151895
Intermediate Similarity	0.7875	NPC109925
Intermediate Similarity	0.7848	NPC238530
Intermediate Similarity	0.7848	NPC232514
Intermediate Similarity	0.7848	NPC276944
Intermediate Similarity	0.7826	NPC475215
Intermediate Similarity	0.7826	NPC108434
Intermediate Similarity	0.7815	NPC7467
Intermediate Similarity	0.7805	NPC474507
Intermediate Similarity	0.7801	NPC271808
Intermediate Similarity	0.7799	NPC13916
Intermediate Similarity	0.7799	NPC264850
Intermediate Similarity	0.7786	NPC323775
Intermediate Similarity	0.7786	NPC236347
Intermediate Similarity	0.7785	NPC125852
Intermediate Similarity	0.7771	NPC166014
Intermediate Similarity	0.7771	NPC27410
Intermediate Similarity	0.7764	NPC152212
Intermediate Similarity	0.7762	NPC149379
Intermediate Similarity	0.7756	NPC79328
Intermediate Similarity	0.7748	NPC476144
Intermediate Similarity	0.7748	NPC210437
Intermediate Similarity	0.7748	NPC106295
Intermediate Similarity	0.7748	NPC51957
Intermediate Similarity	0.7748	NPC16107
Intermediate Similarity	0.774	NPC253429
Intermediate Similarity	0.7736	NPC24465
Intermediate Similarity	0.7727	NPC133011
Intermediate Similarity	0.7727	NPC82285
Intermediate Similarity	0.7703	NPC213206
Intermediate Similarity	0.7703	NPC328750
Intermediate Similarity	0.7703	NPC474915
Intermediate Similarity	0.7703	NPC188163
Intermediate Similarity	0.7702	NPC83198
Intermediate Similarity	0.7702	NPC204908
Intermediate Similarity	0.7692	NPC203784
Intermediate Similarity	0.7692	NPC170503
Intermediate Similarity	0.7692	NPC126519
Intermediate Similarity	0.7683	NPC476577
Intermediate Similarity	0.7683	NPC148709
Intermediate Similarity	0.7683	NPC173416
Intermediate Similarity	0.7673	NPC324144
Intermediate Similarity	0.7673	NPC1229
Intermediate Similarity	0.7665	NPC135772
Intermediate Similarity	0.7651	NPC476574
Intermediate Similarity	0.7651	NPC477561
Intermediate Similarity	0.7651	NPC312918
Intermediate Similarity	0.7651	NPC155442
Intermediate Similarity	0.764	NPC117188
Intermediate Similarity	0.764	NPC145832
Intermediate Similarity	0.764	NPC474931
Intermediate Similarity	0.764	NPC158376
Intermediate Similarity	0.764	NPC205421
Intermediate Similarity	0.764	NPC81218
Intermediate Similarity	0.764	NPC12053
Intermediate Similarity	0.764	NPC306555
Intermediate Similarity	0.7639	NPC208757
Intermediate Similarity	0.7635	NPC314682
Intermediate Similarity	0.7628	NPC187022
Intermediate Similarity	0.7628	NPC80129
Intermediate Similarity	0.7625	NPC306843
Intermediate Similarity	0.7625	NPC253043
Intermediate Similarity	0.7625	NPC78222
Intermediate Similarity	0.7625	NPC212794
Intermediate Similarity	0.7625	NPC209377
Intermediate Similarity	0.7625	NPC136508
Intermediate Similarity	0.7625	NPC96603
Intermediate Similarity	0.7625	NPC196447
Intermediate Similarity	0.7625	NPC477563
Intermediate Similarity	0.7625	NPC13504
Intermediate Similarity	0.7622	NPC477558
Intermediate Similarity	0.7622	NPC329969
Intermediate Similarity	0.7595	NPC111485
Intermediate Similarity	0.7591	NPC268572
Intermediate Similarity	0.7588	NPC82457
Intermediate Similarity	0.7588	NPC175890
Intermediate Similarity	0.7588	NPC11296
Intermediate Similarity	0.7588	NPC274661
Intermediate Similarity	0.7588	NPC48490
Intermediate Similarity	0.758	NPC147091
Intermediate Similarity	0.758	NPC29647
Intermediate Similarity	0.7578	NPC223077
Intermediate Similarity	0.7578	NPC56887
Intermediate Similarity	0.7578	NPC195392
Intermediate Similarity	0.7578	NPC193853
Intermediate Similarity	0.7571	NPC217277
Intermediate Similarity	0.7571	NPC318777
Intermediate Similarity	0.7561	NPC477187
Intermediate Similarity	0.7561	NPC232386
Intermediate Similarity	0.7561	NPC152680
Intermediate Similarity	0.7561	NPC190783
Intermediate Similarity	0.7557	NPC233835
Intermediate Similarity	0.7547	NPC205167
Intermediate Similarity	0.7544	NPC60295
Intermediate Similarity	0.7544	NPC191132
Intermediate Similarity	0.7536	NPC118522
Intermediate Similarity	0.7536	NPC115627
Intermediate Similarity	0.7536	NPC169207
Intermediate Similarity	0.7518	NPC122009
Intermediate Similarity	0.75	NPC275132
Intermediate Similarity	0.75	NPC160193
Intermediate Similarity	0.7484	NPC274026
Intermediate Similarity	0.7483	NPC476567
Intermediate Similarity	0.7483	NPC268763
Intermediate Similarity	0.7483	NPC136860
Intermediate Similarity	0.7483	NPC66177
Intermediate Similarity	0.7483	NPC8305
Intermediate Similarity	0.7483	NPC128019
Intermediate Similarity	0.7482	NPC284078
Intermediate Similarity	0.7481	NPC142599
Intermediate Similarity	0.7469	NPC317272
Intermediate Similarity	0.7469	NPC240841
Intermediate Similarity	0.7469	NPC42549
Intermediate Similarity	0.7469	NPC250846
Intermediate Similarity	0.7469	NPC268503
Intermediate Similarity	0.7469	NPC256012
Intermediate Similarity	0.7468	NPC186063
Intermediate Similarity	0.7468	NPC37205
Intermediate Similarity	0.7468	NPC160931
Intermediate Similarity	0.7468	NPC146288
Intermediate Similarity	0.7462	NPC239291
Intermediate Similarity	0.7453	NPC189470
Intermediate Similarity	0.7445	NPC283468
Intermediate Similarity	0.7438	NPC249274
Intermediate Similarity	0.7431	NPC124802
Intermediate Similarity	0.7427	NPC186546
Intermediate Similarity	0.7427	NPC476576
Intermediate Similarity	0.7423	NPC210140
Intermediate Similarity	0.7421	NPC475326
Intermediate Similarity	0.7405	NPC216459
Intermediate Similarity	0.7405	NPC41178
Intermediate Similarity	0.7405	NPC138487
Intermediate Similarity	0.7394	NPC239775

Drug Structure

NPD1632 OpenBabel08211701082D 25 27 0 0 1 0 0 0 0 0999 V2000 4.3301 0.5000 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 5.1962 -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 3.4641 -1.0000 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 0.8660 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 1.7321 -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 3 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 5.1962 -1.0000 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 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 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 5.1962 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 8 1 0 0 0 0 2 4 2 0 0 0 0 2 9 1 0 0 0 0 3 12 1 0 0 0 0 4 13 1 0 0 0 0 5 8 2 0 0 0 0 5 14 1 0 0 0 0 6 10 1 0 0 0 0 6 16 1 0 0 0 0 7 11 1 0 0 0 0 7 16 1 0 0 0 0 8 10 1 0 0 0 0 9 10 1 0 0 0 0 9 11 2 0 0 0 0 11 15 1 0 0 0 0 12 14 2 0 0 0 0 12 17 1 0 0 0 0 13 15 2 0 0 0 0 13 18 1 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009562
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	14719558
ChEBI
CAS Number

Drug Properties

Molecular Weight	273.10
ALogP	-2.2727
MLogP	2.56
XLogP	1.091
HDA	1
HBD	5
Rotatable Bonds	5
TPSA	92.95
RO5 Violation	0