NPASS drugs

Drug Information

Drug ID:	NPD1380
Drug Name:	Bimoclomol
Molecular Formula:	C14H20ClN3O2
Canonical SMILES:	OC(CN1CCCCC1)CO/N=C(/c1cccnc1)Cl
Standard InCHI:	InChI=1S/C14H20ClN3O2/c15-14(12-5-4-6-16-9-12)17-20-11-13(19)10-18-7-2-1-3-8-18/h4-6,9,13,19H,1-3,7-8,10-11H2/b17-14-
Standard InCHIKey:	NMOVJBAGBXIKCG-VKAVYKQESA-N
Max Developmental Stage:	Discovery
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1380

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	183
0.1-0.2	4316
0.2-0.3	15458
0.3-0.4	6962
0.4-0.5	2208
0.5-0.6	1340
0.6-0.7	363
0.7-0.8	60
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	0.7935	NPC71079
Intermediate Similarity	0.7885	NPC474217
Intermediate Similarity	0.7834	NPC85918
Intermediate Similarity	0.7785	NPC278366
Intermediate Similarity	0.7785	NPC127730
Intermediate Similarity	0.774	NPC471312
Intermediate Similarity	0.7698	NPC290094
Intermediate Similarity	0.7643	NPC476322
Intermediate Similarity	0.7639	NPC256893
Intermediate Similarity	0.7628	NPC138018
Intermediate Similarity	0.7606	NPC471311
Intermediate Similarity	0.7606	NPC471313
Intermediate Similarity	0.7606	NPC165370
Intermediate Similarity	0.7557	NPC76540
Intermediate Similarity	0.7552	NPC89490
Intermediate Similarity	0.7535	NPC169625
Intermediate Similarity	0.7535	NPC202957
Intermediate Similarity	0.7519	NPC27802
Intermediate Similarity	0.7518	NPC240136
Intermediate Similarity	0.7518	NPC471402
Intermediate Similarity	0.7518	NPC297486
Intermediate Similarity	0.75	NPC475105
Intermediate Similarity	0.75	NPC329896
Intermediate Similarity	0.75	NPC475090
Intermediate Similarity	0.7483	NPC212125
Intermediate Similarity	0.7432	NPC29702
Intermediate Similarity	0.7379	NPC476131
Intermediate Similarity	0.7376	NPC329825
Intermediate Similarity	0.7361	NPC306397
Intermediate Similarity	0.7343	NPC245244
Intermediate Similarity	0.7343	NPC146373
Intermediate Similarity	0.7343	NPC166424
Intermediate Similarity	0.7338	NPC91958
Intermediate Similarity	0.7329	NPC69914
Intermediate Similarity	0.732	NPC471323
Intermediate Similarity	0.7305	NPC48564
Intermediate Similarity	0.7305	NPC265605
Intermediate Similarity	0.7305	NPC182570
Intermediate Similarity	0.7301	NPC319456
Intermediate Similarity	0.7285	NPC315348
Intermediate Similarity	0.7285	NPC32002
Intermediate Similarity	0.7279	NPC471322
Intermediate Similarity	0.7279	NPC235843
Intermediate Similarity	0.7279	NPC324611
Intermediate Similarity	0.7231	NPC83987
Intermediate Similarity	0.7222	NPC78375
Intermediate Similarity	0.7222	NPC469813
Intermediate Similarity	0.7222	NPC476446
Intermediate Similarity	0.7214	NPC143603
Intermediate Similarity	0.7211	NPC315320
Intermediate Similarity	0.7172	NPC135488
Intermediate Similarity	0.717	NPC263455
Intermediate Similarity	0.7152	NPC116961
Intermediate Similarity	0.7083	NPC203754
Intermediate Similarity	0.7083	NPC150048
Intermediate Similarity	0.7081	NPC213914
Intermediate Similarity	0.7075	NPC471589
Intermediate Similarity	0.7063	NPC209362
Intermediate Similarity	0.7034	NPC27740
Intermediate Similarity	0.7	NPC322488
Remote Similarity	0.6977	NPC325093
Remote Similarity	0.697	NPC471178
Remote Similarity	0.6966	NPC46358
Remote Similarity	0.6962	NPC477974
Remote Similarity	0.6951	NPC124542
Remote Similarity	0.6951	NPC59779
Remote Similarity	0.6951	NPC471177
Remote Similarity	0.6928	NPC65408
Remote Similarity	0.6912	NPC231655
Remote Similarity	0.6897	NPC318020
Remote Similarity	0.6879	NPC327373
Remote Similarity	0.6867	NPC282398
Remote Similarity	0.6867	NPC477975
Remote Similarity	0.6863	NPC328029
Remote Similarity	0.686	NPC317010
Remote Similarity	0.6859	NPC476454
Remote Similarity	0.6852	NPC229055
Remote Similarity	0.6821	NPC101165
Remote Similarity	0.6818	NPC314102
Remote Similarity	0.6818	NPC251722
Remote Similarity	0.6818	NPC328798
Remote Similarity	0.6807	NPC40779
Remote Similarity	0.6802	NPC133261
Remote Similarity	0.68	NPC62510
Remote Similarity	0.679	NPC312860
Remote Similarity	0.6782	NPC322043
Remote Similarity	0.678	NPC182814
Remote Similarity	0.675	NPC470111
Remote Similarity	0.6731	NPC316811
Remote Similarity	0.6711	NPC174421
Remote Similarity	0.671	NPC114310
Remote Similarity	0.6707	NPC476464
Remote Similarity	0.6706	NPC470498
Remote Similarity	0.6704	NPC127647
Remote Similarity	0.669	NPC11863
Remote Similarity	0.6688	NPC318935
Remote Similarity	0.6685	NPC20593
Remote Similarity	0.6667	NPC469762
Remote Similarity	0.6667	NPC330326
Remote Similarity	0.6667	NPC129721
Remote Similarity	0.6667	NPC56856
Remote Similarity	0.6646	NPC105811
Remote Similarity	0.6644	NPC151489
Remote Similarity	0.6643	NPC84268
Remote Similarity	0.6629	NPC325775
Remote Similarity	0.6625	NPC314372
Remote Similarity	0.6625	NPC167400
Remote Similarity	0.6625	NPC467188
Remote Similarity	0.662	NPC473901
Remote Similarity	0.6607	NPC311276
Remote Similarity	0.6607	NPC473057
Remote Similarity	0.6607	NPC97367
Remote Similarity	0.6606	NPC469785
Remote Similarity	0.6604	NPC190296
Remote Similarity	0.6603	NPC472288
Remote Similarity	0.6585	NPC107287
Remote Similarity	0.6585	NPC138842
Remote Similarity	0.6584	NPC220523
Remote Similarity	0.6564	NPC40070
Remote Similarity	0.6562	NPC230085
Remote Similarity	0.6562	NPC159630
Remote Similarity	0.6554	NPC207851
Remote Similarity	0.6552	NPC326575
Remote Similarity	0.6552	NPC68354
Remote Similarity	0.6548	NPC48192
Remote Similarity	0.6545	NPC63562
Remote Similarity	0.6529	NPC98187
Remote Similarity	0.6529	NPC54988
Remote Similarity	0.6527	NPC477591
Remote Similarity	0.6524	NPC470233
Remote Similarity	0.6524	NPC70406
Remote Similarity	0.6522	NPC285731
Remote Similarity	0.6522	NPC159856
Remote Similarity	0.6522	NPC86288
Remote Similarity	0.6513	NPC313823
Remote Similarity	0.6506	NPC51054
Remote Similarity	0.6497	NPC150259
Remote Similarity	0.6494	NPC24594
Remote Similarity	0.6494	NPC472122
Remote Similarity	0.6488	NPC322976
Remote Similarity	0.6488	NPC63338
Remote Similarity	0.6488	NPC324203
Remote Similarity	0.6477	NPC24864
Remote Similarity	0.6467	NPC269919
Remote Similarity	0.6467	NPC469897
Remote Similarity	0.6467	NPC132680
Remote Similarity	0.6463	NPC313889
Remote Similarity	0.6463	NPC105818
Remote Similarity	0.6463	NPC24678
Remote Similarity	0.6461	NPC284559
Remote Similarity	0.6456	NPC169433
Remote Similarity	0.6456	NPC104049
Remote Similarity	0.6452	NPC474767
Remote Similarity	0.6452	NPC160127
Remote Similarity	0.6452	NPC50997
Remote Similarity	0.6447	NPC278451
Remote Similarity	0.6442	NPC112741
Remote Similarity	0.6437	NPC37423
Remote Similarity	0.6437	NPC275305
Remote Similarity	0.6437	NPC469938
Remote Similarity	0.6429	NPC117244
Remote Similarity	0.6429	NPC473763
Remote Similarity	0.6429	NPC84508
Remote Similarity	0.6415	NPC104483
Remote Similarity	0.6415	NPC73767
Remote Similarity	0.6404	NPC48938
Remote Similarity	0.6398	NPC149708
Remote Similarity	0.6391	NPC25899
Remote Similarity	0.6391	NPC279918
Remote Similarity	0.6386	NPC469786
Remote Similarity	0.6386	NPC259644
Remote Similarity	0.6386	NPC251391
Remote Similarity	0.6386	NPC73952
Remote Similarity	0.6386	NPC469765
Remote Similarity	0.6386	NPC469760
Remote Similarity	0.6386	NPC469763
Remote Similarity	0.6386	NPC25008
Remote Similarity	0.6384	NPC472105
Remote Similarity	0.6384	NPC314491
Remote Similarity	0.6384	NPC187827
Remote Similarity	0.6379	NPC313730
Remote Similarity	0.6374	NPC95783
Remote Similarity	0.6364	NPC157583
Remote Similarity	0.6358	NPC32534
Remote Similarity	0.6353	NPC282231
Remote Similarity	0.6348	NPC266551
Remote Similarity	0.6348	NPC219963
Remote Similarity	0.6348	NPC233936
Remote Similarity	0.6347	NPC211572
Remote Similarity	0.6347	NPC75540
Remote Similarity	0.6347	NPC70922
Remote Similarity	0.6347	NPC80597
Remote Similarity	0.6347	NPC212376
Remote Similarity	0.6341	NPC471957
Remote Similarity	0.6337	NPC49954
Remote Similarity	0.6337	NPC108469
Remote Similarity	0.6337	NPC474561
Remote Similarity	0.6337	NPC41717
Remote Similarity	0.6337	NPC56233
Remote Similarity	0.6331	NPC293487

Drug Structure

NPD1380 OpenBabel08211700192D 21 22 0 0 1 0 0 0 0 0999 V2000 6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -4.0000 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 1.7321 -1.0000 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 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -4.5000 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 -4.5000 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 0.0000 C 0 0 3 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 0.0000 -3.0000 0.0000 Cl 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 1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 7 1 0 0 0 0 3 8 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 12 1 0 0 0 0 6 16 2 0 0 0 0 7 18 1 0 0 0 0 8 18 1 0 0 0 0 9 12 2 0 0 0 0 9 16 1 0 0 0 0 10 13 1 0 0 0 0 10 18 1 0 0 0 0 11 13 1 0 0 0 0 11 20 1 0 0 0 0 12 14 1 0 0 0 0 13 19 1 0 0 0 0 14 15 1 0 0 0 0 14 17 2 0 0 0 0 17 20 1 0 0 0 0 19 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB017008
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	297.12
ALogP	-0.9489
MLogP	2.34
XLogP	2.181
HDA	3
HBD	1
Rotatable Bonds	8
TPSA	57.95
RO5 Violation	0