NPASS drugs

Drug Information

Drug ID:	NPD2227
Drug Name:
Molecular Formula:	C16H25NO
Canonical SMILES:	CCC([NH2+]CC(c1ccc2c(c1)CCCC2)O)C
Standard InCHI:	InChI=1S/C16H25NO/c1-3-12(2)17-11-16(18)15-9-8-13-6-4-5-7-14(13)10-15/h8-10,12,16-18H,3-7,11H2,1-2H3/p+1
Standard InCHIKey:	GVNYSERWAKVROD-UHFFFAOYSA-O
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2227

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	97
0.1-0.2	667
0.2-0.3	2144
0.3-0.4	8079
0.4-0.5	12448
0.5-0.6	6355
0.6-0.7	1010
0.7-0.8	73
0.8-0.85	12
0.85-0.9	5
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	0.8727	NPC150254
High Similarity	0.8727	NPC147000
High Similarity	0.8727	NPC304761
High Similarity	0.8727	NPC226778
High Similarity	0.8545	NPC327226
Intermediate Similarity	0.8288	NPC228400
Intermediate Similarity	0.8288	NPC214200
Intermediate Similarity	0.8273	NPC226096
Intermediate Similarity	0.8273	NPC303611
Intermediate Similarity	0.8273	NPC164514
Intermediate Similarity	0.8273	NPC290515
Intermediate Similarity	0.8273	NPC108606
Intermediate Similarity	0.8254	NPC40488
Intermediate Similarity	0.8034	NPC65855
Intermediate Similarity	0.8034	NPC292758
Intermediate Similarity	0.8	NPC215351
Intermediate Similarity	0.8	NPC20142
Intermediate Similarity	0.7881	NPC24777
Intermediate Similarity	0.782	NPC478140
Intermediate Similarity	0.7661	NPC137096
Intermediate Similarity	0.7642	NPC10286
Intermediate Similarity	0.7642	NPC213
Intermediate Similarity	0.7594	NPC149379
Intermediate Similarity	0.7542	NPC211551
Intermediate Similarity	0.7542	NPC243601
Intermediate Similarity	0.7521	NPC19856
Intermediate Similarity	0.7519	NPC307020
Intermediate Similarity	0.75	NPC128645
Intermediate Similarity	0.748	NPC326232
Intermediate Similarity	0.7417	NPC27252
Intermediate Similarity	0.7417	NPC472980
Intermediate Similarity	0.7417	NPC472979
Intermediate Similarity	0.736	NPC101139
Intermediate Similarity	0.7355	NPC149455
Intermediate Similarity	0.7355	NPC64642
Intermediate Similarity	0.7355	NPC472982
Intermediate Similarity	0.735	NPC469481
Intermediate Similarity	0.7348	NPC322366
Intermediate Similarity	0.7293	NPC268763
Intermediate Similarity	0.7293	NPC66177
Intermediate Similarity	0.7293	NPC8305
Intermediate Similarity	0.7279	NPC132847
Intermediate Similarity	0.725	NPC471133
Intermediate Similarity	0.7232	NPC1793
Intermediate Similarity	0.7232	NPC199567
Intermediate Similarity	0.7226	NPC90194
Intermediate Similarity	0.7226	NPC9687
Intermediate Similarity	0.7226	NPC118099
Intermediate Similarity	0.7226	NPC474787
Intermediate Similarity	0.7226	NPC76785
Intermediate Similarity	0.7226	NPC476102
Intermediate Similarity	0.7226	NPC474811
Intermediate Similarity	0.7226	NPC260045
Intermediate Similarity	0.7226	NPC49577
Intermediate Similarity	0.7226	NPC273907
Intermediate Similarity	0.7226	NPC79465
Intermediate Similarity	0.7226	NPC474855
Intermediate Similarity	0.7226	NPC151706
Intermediate Similarity	0.7226	NPC293377
Intermediate Similarity	0.7226	NPC475598
Intermediate Similarity	0.7226	NPC475318
Intermediate Similarity	0.7203	NPC316797
Intermediate Similarity	0.7194	NPC231163
Intermediate Similarity	0.7194	NPC318591
Intermediate Similarity	0.7185	NPC126859
Intermediate Similarity	0.7185	NPC259665
Intermediate Similarity	0.7185	NPC89769
Intermediate Similarity	0.7177	NPC471188
Intermediate Similarity	0.7154	NPC273830
Intermediate Similarity	0.7154	NPC290566
Intermediate Similarity	0.7154	NPC145638
Intermediate Similarity	0.7154	NPC316896
Intermediate Similarity	0.7121	NPC285394
Intermediate Similarity	0.7117	NPC93843
Intermediate Similarity	0.7111	NPC124802
Intermediate Similarity	0.7097	NPC133308
Intermediate Similarity	0.7091	NPC304538
Intermediate Similarity	0.709	NPC323775
Intermediate Similarity	0.709	NPC236347
Intermediate Similarity	0.708	NPC208757
Intermediate Similarity	0.7068	NPC474479
Intermediate Similarity	0.7059	NPC289117
Intermediate Similarity	0.7043	NPC314690
Intermediate Similarity	0.704	NPC111108
Intermediate Similarity	0.7027	NPC474354
Intermediate Similarity	0.7025	NPC315794
Intermediate Similarity	0.7021	NPC211468
Intermediate Similarity	0.7021	NPC170170
Intermediate Similarity	0.7021	NPC219233
Intermediate Similarity	0.7	NPC172984
Remote Similarity	0.6972	NPC323123
Remote Similarity	0.6972	NPC168861
Remote Similarity	0.697	NPC109151
Remote Similarity	0.6964	NPC474211
Remote Similarity	0.696	NPC132720
Remote Similarity	0.6957	NPC220596
Remote Similarity	0.6957	NPC313663
Remote Similarity	0.6957	NPC79917
Remote Similarity	0.6954	NPC29647
Remote Similarity	0.6949	NPC324602
Remote Similarity	0.6942	NPC68055
Remote Similarity	0.6937	NPC168855
Remote Similarity	0.6929	NPC474544
Remote Similarity	0.6929	NPC1986
Remote Similarity	0.6923	NPC204546
Remote Similarity	0.6912	NPC469666
Remote Similarity	0.6909	NPC329319
Remote Similarity	0.6909	NPC87299
Remote Similarity	0.6909	NPC99394
Remote Similarity	0.6909	NPC103326
Remote Similarity	0.6908	NPC79328
Remote Similarity	0.6901	NPC150712
Remote Similarity	0.6899	NPC472862
Remote Similarity	0.6899	NPC469663
Remote Similarity	0.6899	NPC92
Remote Similarity	0.6889	NPC278097
Remote Similarity	0.6889	NPC141739
Remote Similarity	0.6889	NPC136112
Remote Similarity	0.6889	NPC320242
Remote Similarity	0.6885	NPC56168
Remote Similarity	0.687	NPC283760
Remote Similarity	0.6864	NPC21959
Remote Similarity	0.6859	NPC195392
Remote Similarity	0.6846	NPC477136
Remote Similarity	0.6835	NPC300020
Remote Similarity	0.6835	NPC33338
Remote Similarity	0.6835	NPC302171
Remote Similarity	0.6833	NPC125732
Remote Similarity	0.6831	NPC214988
Remote Similarity	0.6829	NPC67043
Remote Similarity	0.6829	NPC117115
Remote Similarity	0.6818	NPC117180
Remote Similarity	0.6818	NPC321133
Remote Similarity	0.6815	NPC472414
Remote Similarity	0.6794	NPC85276
Remote Similarity	0.6791	NPC472415
Remote Similarity	0.6788	NPC295478
Remote Similarity	0.678	NPC329430
Remote Similarity	0.678	NPC58674
Remote Similarity	0.6779	NPC60538
Remote Similarity	0.6779	NPC207824
Remote Similarity	0.6777	NPC289381
Remote Similarity	0.6777	NPC155847
Remote Similarity	0.6772	NPC269340
Remote Similarity	0.6769	NPC38893
Remote Similarity	0.6769	NPC212891
Remote Similarity	0.6769	NPC308311
Remote Similarity	0.6769	NPC477137
Remote Similarity	0.6769	NPC219112
Remote Similarity	0.6765	NPC65310
Remote Similarity	0.6763	NPC42423
Remote Similarity	0.6759	NPC473922
Remote Similarity	0.6757	NPC475199
Remote Similarity	0.6757	NPC283012
Remote Similarity	0.6754	NPC211237
Remote Similarity	0.6752	NPC265521
Remote Similarity	0.6748	NPC224610
Remote Similarity	0.6748	NPC472221
Remote Similarity	0.6748	NPC238696
Remote Similarity	0.6748	NPC113326
Remote Similarity	0.6748	NPC194390
Remote Similarity	0.6748	NPC472222
Remote Similarity	0.6748	NPC88267
Remote Similarity	0.6736	NPC57976
Remote Similarity	0.6731	NPC233650
Remote Similarity	0.6726	NPC99482
Remote Similarity	0.672	NPC151477
Remote Similarity	0.6719	NPC302371
Remote Similarity	0.6719	NPC228425
Remote Similarity	0.6714	NPC3202
Remote Similarity	0.6714	NPC247018
Remote Similarity	0.6714	NPC97870
Remote Similarity	0.6714	NPC307123
Remote Similarity	0.6712	NPC311330
Remote Similarity	0.6711	NPC93343
Remote Similarity	0.6694	NPC471186
Remote Similarity	0.6693	NPC475002
Remote Similarity	0.6693	NPC95126
Remote Similarity	0.6692	NPC192948
Remote Similarity	0.6692	NPC147179
Remote Similarity	0.6692	NPC118522
Remote Similarity	0.6692	NPC133389
Remote Similarity	0.6692	NPC169207
Remote Similarity	0.6692	NPC183339
Remote Similarity	0.6692	NPC234337
Remote Similarity	0.6692	NPC115627
Remote Similarity	0.6692	NPC35797
Remote Similarity	0.6691	NPC477249
Remote Similarity	0.6691	NPC183722
Remote Similarity	0.6691	NPC477248
Remote Similarity	0.6689	NPC277669
Remote Similarity	0.6689	NPC76213
Remote Similarity	0.6688	NPC134858
Remote Similarity	0.6688	NPC209377
Remote Similarity	0.6688	NPC169743
Remote Similarity	0.6667	NPC71271
Remote Similarity	0.6667	NPC33168
Remote Similarity	0.6667	NPC262365
Remote Similarity	0.6667	NPC64897
Remote Similarity	0.6667	NPC471671

Drug Structure

NPD2227 OpenBabel08211701392D 21 22 0 0 1 0 0 0 0 0999 V2000 -0.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1340 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 2.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 12 1 0 0 0 0 3 12 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 13 1 0 0 0 0 7 14 1 0 0 0 0 8 9 1 0 0 0 0 8 13 2 0 0 0 0 9 15 2 0 0 0 0 10 14 2 0 0 0 0 10 15 1 0 0 0 0 11 16 1 0 0 0 0 11 17 1 0 0 0 0 12 17 1 0 0 0 0 13 14 1 0 0 0 0 15 16 1 0 0 0 0 16 18 1 0 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 CHG 1 17 1 M END $$$$

External Identifiers

TTD	DIB003476
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	15176
ChEBI
CAS Number

Drug Properties

Molecular Weight	248.20
ALogP	-2.63
MLogP	3
XLogP	4.857
HDA	1
HBD	2
Rotatable Bonds	8
TPSA	36.84
RO5 Violation	0