NPASS drugs

Drug Information

Drug ID:	NPD2896
Drug Name:	isbogrel
Molecular Formula:	C18H19NO2
Canonical SMILES:	OC(=O)CCCC/C=C(/c1cccnc1)c1ccccc1
Standard InCHI:	InChI=1S/C18H19NO2/c20-18(21)12-6-2-5-11-17(15-8-3-1-4-9-15)16-10-7-13-19-14-16/h1,3-4,7-11,13-14H,2,5-6,12H2,(H,20,21)/b17-11+
Standard InCHIKey:	UWPBQLKEHGGKKD-GZTJUZNOSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2896

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	135
0.1-0.2	1154
0.2-0.3	7279
0.3-0.4	14753
0.4-0.5	4512
0.5-0.6	1749
0.6-0.7	1071
0.7-0.8	225
0.8-0.85	9
0.85-0.9	3
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	0.8889	NPC322488
High Similarity	0.8519	NPC471311
High Similarity	0.8519	NPC471313
Intermediate Similarity	0.8258	NPC91958
Intermediate Similarity	0.8182	NPC471402
Intermediate Similarity	0.8182	NPC297486
Intermediate Similarity	0.8182	NPC240136
Intermediate Similarity	0.8143	NPC324611
Intermediate Similarity	0.8143	NPC256893
Intermediate Similarity	0.8088	NPC290094
Intermediate Similarity	0.8042	NPC29702
Intermediate Similarity	0.8038	NPC477976
Intermediate Similarity	0.7987	NPC477974
Intermediate Similarity	0.7986	NPC471312
Intermediate Similarity	0.7985	NPC143603
Intermediate Similarity	0.7962	NPC78020
Intermediate Similarity	0.795	NPC213468
Intermediate Similarity	0.7949	NPC477975
Intermediate Similarity	0.7943	NPC315320
Intermediate Similarity	0.7914	NPC169625
Intermediate Similarity	0.7914	NPC202957
Intermediate Similarity	0.7899	NPC476322
Intermediate Similarity	0.7898	NPC41717
Intermediate Similarity	0.7875	NPC469938
Intermediate Similarity	0.7862	NPC65408
Intermediate Similarity	0.7862	NPC114310
Intermediate Similarity	0.784	NPC248462
Intermediate Similarity	0.7801	NPC89490
Intermediate Similarity	0.7786	NPC27802
Intermediate Similarity	0.7764	NPC110500
Intermediate Similarity	0.7764	NPC149155
Intermediate Similarity	0.7764	NPC203468
Intermediate Similarity	0.7758	NPC207851
Intermediate Similarity	0.7746	NPC475105
Intermediate Similarity	0.7746	NPC475090
Intermediate Similarity	0.7746	NPC329896
Intermediate Similarity	0.7742	NPC129721
Intermediate Similarity	0.7733	NPC167400
Intermediate Similarity	0.7716	NPC267885
Intermediate Similarity	0.7698	NPC46358
Intermediate Similarity	0.7692	NPC69914
Intermediate Similarity	0.7671	NPC328029
Intermediate Similarity	0.7669	NPC111275
Intermediate Similarity	0.7667	NPC471323
Intermediate Similarity	0.7665	NPC62749
Intermediate Similarity	0.7639	NPC471322
Intermediate Similarity	0.7626	NPC329825
Intermediate Similarity	0.7622	NPC476131
Intermediate Similarity	0.7622	NPC248041
Intermediate Similarity	0.7622	NPC283219
Intermediate Similarity	0.7622	NPC126709
Intermediate Similarity	0.7622	NPC55772
Intermediate Similarity	0.761	NPC471178
Intermediate Similarity	0.7606	NPC212125
Intermediate Similarity	0.7595	NPC471177
Intermediate Similarity	0.7595	NPC59779
Intermediate Similarity	0.7595	NPC124542
Intermediate Similarity	0.7589	NPC245244
Intermediate Similarity	0.7589	NPC166424
Intermediate Similarity	0.7589	NPC146373
Intermediate Similarity	0.7576	NPC471997
Intermediate Similarity	0.7574	NPC321708
Intermediate Similarity	0.7561	NPC64436
Intermediate Similarity	0.756	NPC235684
Intermediate Similarity	0.7557	NPC76540
Intermediate Similarity	0.7554	NPC48564
Intermediate Similarity	0.7554	NPC265605
Intermediate Similarity	0.7554	NPC182570
Intermediate Similarity	0.7548	NPC469765
Intermediate Similarity	0.7548	NPC469763
Intermediate Similarity	0.7548	NPC73952
Intermediate Similarity	0.7548	NPC25008
Intermediate Similarity	0.7548	NPC469760
Intermediate Similarity	0.7548	NPC469786
Intermediate Similarity	0.7548	NPC259644
Intermediate Similarity	0.753	NPC71037
Intermediate Similarity	0.7517	NPC101165
Intermediate Similarity	0.7516	NPC469762
Intermediate Similarity	0.7515	NPC164340
Intermediate Similarity	0.75	NPC70922
Intermediate Similarity	0.75	NPC251722
Intermediate Similarity	0.75	NPC263455
Intermediate Similarity	0.75	NPC75540
Intermediate Similarity	0.75	NPC314102
Intermediate Similarity	0.75	NPC212376
Intermediate Similarity	0.75	NPC211572
Intermediate Similarity	0.75	NPC80597
Intermediate Similarity	0.7484	NPC71079
Intermediate Similarity	0.7483	NPC165370
Intermediate Similarity	0.7483	NPC306397
Intermediate Similarity	0.7468	NPC80681
Intermediate Similarity	0.7455	NPC145885
Intermediate Similarity	0.7455	NPC14113
Intermediate Similarity	0.7455	NPC84827
Intermediate Similarity	0.7452	NPC469785
Intermediate Similarity	0.7451	NPC302159
Intermediate Similarity	0.7448	NPC282398
Intermediate Similarity	0.7438	NPC474217
Intermediate Similarity	0.7438	NPC473057
Intermediate Similarity	0.7436	NPC312860
Intermediate Similarity	0.7434	NPC159630
Intermediate Similarity	0.7434	NPC230085
Intermediate Similarity	0.7431	NPC471589
Intermediate Similarity	0.74	NPC32002
Intermediate Similarity	0.74	NPC316811
Intermediate Similarity	0.74	NPC315348
Intermediate Similarity	0.7394	NPC27740
Intermediate Similarity	0.7386	NPC314372
Intermediate Similarity	0.7384	NPC473763
Intermediate Similarity	0.7384	NPC117244
Intermediate Similarity	0.7381	NPC325093
Intermediate Similarity	0.7381	NPC322043
Intermediate Similarity	0.7381	NPC327373
Intermediate Similarity	0.7361	NPC278451
Intermediate Similarity	0.7353	NPC315555
Intermediate Similarity	0.7349	NPC157583
Intermediate Similarity	0.7346	NPC278366
Intermediate Similarity	0.7346	NPC127730
Intermediate Similarity	0.7346	NPC49954
Intermediate Similarity	0.7346	NPC474561
Intermediate Similarity	0.7337	NPC228835
Intermediate Similarity	0.7333	NPC139763
Intermediate Similarity	0.733	NPC474916
Intermediate Similarity	0.7329	NPC311276
Intermediate Similarity	0.7329	NPC40779
Intermediate Similarity	0.7329	NPC97367
Intermediate Similarity	0.7329	NPC265100
Intermediate Similarity	0.7325	NPC107287
Intermediate Similarity	0.7317	NPC273532
Intermediate Similarity	0.7312	NPC279918
Intermediate Similarity	0.7301	NPC70949
Intermediate Similarity	0.7301	NPC63751
Intermediate Similarity	0.7294	NPC318020
Intermediate Similarity	0.729	NPC112741
Intermediate Similarity	0.7288	NPC50997
Intermediate Similarity	0.7288	NPC160127
Intermediate Similarity	0.7284	NPC85918
Intermediate Similarity	0.7279	NPC235843
Intermediate Similarity	0.7267	NPC282231
Intermediate Similarity	0.7267	NPC44354
Intermediate Similarity	0.7261	NPC70406
Intermediate Similarity	0.7257	NPC146724
Intermediate Similarity	0.7255	NPC190296
Intermediate Similarity	0.7251	NPC94752
Intermediate Similarity	0.725	NPC113812
Intermediate Similarity	0.7246	NPC15573
Intermediate Similarity	0.7246	NPC183662
Intermediate Similarity	0.7246	NPC217372
Intermediate Similarity	0.7239	NPC98187
Intermediate Similarity	0.7239	NPC160105
Intermediate Similarity	0.7239	NPC56233
Intermediate Similarity	0.7231	NPC83987
Intermediate Similarity	0.7222	NPC194640
Intermediate Similarity	0.7219	NPC169433
Intermediate Similarity	0.7209	NPC278434
Intermediate Similarity	0.7209	NPC472323
Intermediate Similarity	0.7209	NPC328798
Intermediate Similarity	0.7209	NPC17059
Intermediate Similarity	0.7209	NPC325775
Intermediate Similarity	0.7205	NPC322644
Intermediate Similarity	0.7202	NPC11126
Intermediate Similarity	0.7202	NPC219336
Intermediate Similarity	0.72	NPC103230
Intermediate Similarity	0.7197	NPC24678
Intermediate Similarity	0.7197	NPC105818
Intermediate Similarity	0.7195	NPC201700
Intermediate Similarity	0.7193	NPC280290
Intermediate Similarity	0.7186	NPC150048
Intermediate Similarity	0.7186	NPC203754
Intermediate Similarity	0.7179	NPC105811
Intermediate Similarity	0.7179	NPC470111
Intermediate Similarity	0.7175	NPC272483
Intermediate Similarity	0.7175	NPC90229
Intermediate Similarity	0.717	NPC209362
Intermediate Similarity	0.7168	NPC182814
Intermediate Similarity	0.7161	NPC467188
Intermediate Similarity	0.7161	NPC159856
Intermediate Similarity	0.716	NPC15840
Intermediate Similarity	0.716	NPC242116
Intermediate Similarity	0.716	NPC271792
Intermediate Similarity	0.7152	NPC150259
Intermediate Similarity	0.7152	NPC116961
Intermediate Similarity	0.7143	NPC81561
Intermediate Similarity	0.7143	NPC230869
Intermediate Similarity	0.7134	NPC108469
Intermediate Similarity	0.7134	NPC54988
Intermediate Similarity	0.7126	NPC83111
Intermediate Similarity	0.7118	NPC113626
Intermediate Similarity	0.7117	NPC478182
Intermediate Similarity	0.7117	NPC469813
Intermediate Similarity	0.7117	NPC78375
Intermediate Similarity	0.7117	NPC476446
Intermediate Similarity	0.7114	NPC330326
Intermediate Similarity	0.7108	NPC249614
Intermediate Similarity	0.7107	NPC251391
Intermediate Similarity	0.7099	NPC131718
Intermediate Similarity	0.7093	NPC282103
Intermediate Similarity	0.7089	NPC313889
Intermediate Similarity	0.7086	NPC127647
Intermediate Similarity	0.7081	NPC213914

Drug Structure

NPD2896 OpenBabel08211702562D 22 23 0 0 0 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 2.5981 -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 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -5.0000 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 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 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 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -6.0000 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 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 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -8.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 2 6 1 0 0 0 0 3 8 1 0 0 0 0 4 9 2 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 7 10 2 0 0 0 0 7 13 1 0 0 0 0 8 15 2 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 11 17 2 0 0 0 0 12 18 1 0 0 0 0 13 19 2 0 0 0 0 14 16 2 0 0 0 0 14 19 1 0 0 0 0 15 17 1 0 0 0 0 16 17 1 0 0 0 0 18 20 2 0 0 0 0 18 21 1 0 0 0 0 21 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005350
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	281.14
ALogP	-0.2532
MLogP	3.11
XLogP	6.132
HDA	3
HBD	1
Rotatable Bonds	8
TPSA	50.19
RO5 Violation	1