NPASS drugs

Drug Information

Drug ID:	NPD1382
Drug Name:	Bimoclomol Derivatives, Biorex; Arimoclomol
Molecular Formula:	C14H20ClN3O3
Canonical SMILES:	O[C@H](CN1CCCCC1)CO/N=C(/c1cccn(=O)c1)Cl
Standard InCHI:	InChI=1S/C14H20ClN3O3/c15-14(12-5-4-8-18(20)9-12)16-21-11-13(19)10-17-6-2-1-3-7-17/h4-5,8-9,13,19H,1-3,6-7,10-11H2/b16-14-/t13-/m1/s1
Standard InCHIKey:	SGEIEGAXKLMUIZ-XUVDNFPMSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1382

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	206
0.1-0.2	4823
0.2-0.3	15693
0.3-0.4	6378
0.4-0.5	2138
0.5-0.6	1289
0.6-0.7	310
0.7-0.8	53
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	0.7785	NPC71079
Intermediate Similarity	0.7736	NPC474217
Intermediate Similarity	0.7688	NPC85918
Intermediate Similarity	0.764	NPC278366
Intermediate Similarity	0.764	NPC127730
Intermediate Similarity	0.7584	NPC471312
Intermediate Similarity	0.7535	NPC290094
Intermediate Similarity	0.7484	NPC138018
Intermediate Similarity	0.7483	NPC256893
Intermediate Similarity	0.7483	NPC476322
Intermediate Similarity	0.7448	NPC165370
Intermediate Similarity	0.7448	NPC471311
Intermediate Similarity	0.7448	NPC471313
Intermediate Similarity	0.7397	NPC89490
Intermediate Similarity	0.7388	NPC76540
Intermediate Similarity	0.7379	NPC169625
Intermediate Similarity	0.7379	NPC135488
Intermediate Similarity	0.7379	NPC202957
Intermediate Similarity	0.7357	NPC471402
Intermediate Similarity	0.7357	NPC297486
Intermediate Similarity	0.7357	NPC240136
Intermediate Similarity	0.7353	NPC27802
Intermediate Similarity	0.7347	NPC475090
Intermediate Similarity	0.7347	NPC329896
Intermediate Similarity	0.7347	NPC475105
Intermediate Similarity	0.7329	NPC212125
Intermediate Similarity	0.7285	NPC29702
Intermediate Similarity	0.723	NPC476131
Intermediate Similarity	0.7222	NPC329825
Intermediate Similarity	0.7211	NPC306397
Intermediate Similarity	0.7192	NPC245244
Intermediate Similarity	0.7192	NPC166424
Intermediate Similarity	0.7192	NPC146373
Intermediate Similarity	0.7183	NPC91958
Intermediate Similarity	0.7181	NPC69914
Intermediate Similarity	0.7179	NPC471323
Intermediate Similarity	0.7169	NPC319456
Intermediate Similarity	0.7153	NPC182570
Intermediate Similarity	0.7153	NPC265605
Intermediate Similarity	0.7153	NPC48564
Intermediate Similarity	0.7143	NPC315348
Intermediate Similarity	0.7143	NPC32002
Intermediate Similarity	0.7133	NPC324611
Intermediate Similarity	0.7133	NPC471322
Intermediate Similarity	0.7122	NPC235843
Intermediate Similarity	0.7091	NPC78375
Intermediate Similarity	0.7091	NPC469813
Intermediate Similarity	0.7091	NPC476446
Intermediate Similarity	0.7068	NPC83987
Intermediate Similarity	0.7067	NPC315320
Intermediate Similarity	0.7063	NPC143603
Intermediate Similarity	0.7037	NPC263455
Intermediate Similarity	0.7024	NPC116961
Remote Similarity	0.6959	NPC150048
Remote Similarity	0.6959	NPC203754
Remote Similarity	0.6951	NPC213914
Remote Similarity	0.6933	NPC471589
Remote Similarity	0.6933	NPC209362
Remote Similarity	0.6897	NPC11863
Remote Similarity	0.6892	NPC27740
Remote Similarity	0.6871	NPC56856
Remote Similarity	0.6863	NPC322488
Remote Similarity	0.6857	NPC325093
Remote Similarity	0.6845	NPC471178
Remote Similarity	0.6832	NPC477974
Remote Similarity	0.6826	NPC59779
Remote Similarity	0.6826	NPC471177
Remote Similarity	0.6826	NPC124542
Remote Similarity	0.6824	NPC46358
Remote Similarity	0.6795	NPC65408
Remote Similarity	0.678	NPC318020
Remote Similarity	0.6768	NPC138842
Remote Similarity	0.6763	NPC231655
Remote Similarity	0.6761	NPC327373
Remote Similarity	0.6746	NPC477975
Remote Similarity	0.6743	NPC317010
Remote Similarity	0.6732	NPC282398
Remote Similarity	0.6731	NPC328029
Remote Similarity	0.673	NPC476454
Remote Similarity	0.6727	NPC229055
Remote Similarity	0.6704	NPC328798
Remote Similarity	0.6688	NPC101165
Remote Similarity	0.6688	NPC314102
Remote Similarity	0.6688	NPC251722
Remote Similarity	0.6686	NPC133261
Remote Similarity	0.6686	NPC40779
Remote Similarity	0.6685	NPC62510
Remote Similarity	0.6667	NPC322043
Remote Similarity	0.6667	NPC312860
Remote Similarity	0.6667	NPC182814
Remote Similarity	0.6626	NPC470111
Remote Similarity	0.6604	NPC316811
Remote Similarity	0.6593	NPC127647
Remote Similarity	0.659	NPC470498
Remote Similarity	0.6587	NPC476464
Remote Similarity	0.6582	NPC114310
Remote Similarity	0.6581	NPC174421
Remote Similarity	0.6576	NPC20593
Remote Similarity	0.6562	NPC318935
Remote Similarity	0.6554	NPC314491
Remote Similarity	0.6552	NPC313730
Remote Similarity	0.6548	NPC469762
Remote Similarity	0.6548	NPC129721
Remote Similarity	0.6538	NPC330326
Remote Similarity	0.6532	NPC32534
Remote Similarity	0.6524	NPC105811
Remote Similarity	0.6519	NPC325775
Remote Similarity	0.6513	NPC151489
Remote Similarity	0.6507	NPC84268
Remote Similarity	0.6503	NPC314372
Remote Similarity	0.6503	NPC167400
Remote Similarity	0.6503	NPC467188
Remote Similarity	0.6491	NPC97367
Remote Similarity	0.6491	NPC311276
Remote Similarity	0.6491	NPC473057
Remote Similarity	0.6488	NPC469785
Remote Similarity	0.6483	NPC473901
Remote Similarity	0.6481	NPC190296
Remote Similarity	0.6478	NPC472288
Remote Similarity	0.6467	NPC107287
Remote Similarity	0.6463	NPC220523
Remote Similarity	0.645	NPC236711
Remote Similarity	0.6446	NPC40070
Remote Similarity	0.6444	NPC207851
Remote Similarity	0.6442	NPC159630
Remote Similarity	0.6442	NPC230085
Remote Similarity	0.6441	NPC68354
Remote Similarity	0.6441	NPC326575
Remote Similarity	0.6433	NPC48192
Remote Similarity	0.6429	NPC63562
Remote Similarity	0.6416	NPC54988
Remote Similarity	0.6416	NPC98187
Remote Similarity	0.6412	NPC477591
Remote Similarity	0.6407	NPC70406
Remote Similarity	0.6407	NPC470233
Remote Similarity	0.6402	NPC285731
Remote Similarity	0.6402	NPC159856
Remote Similarity	0.6402	NPC86288
Remote Similarity	0.6391	NPC51054
Remote Similarity	0.6387	NPC313823
Remote Similarity	0.6384	NPC472122
Remote Similarity	0.6384	NPC24594
Remote Similarity	0.6375	NPC150259
Remote Similarity	0.6374	NPC322976
Remote Similarity	0.6374	NPC63338
Remote Similarity	0.6374	NPC324203
Remote Similarity	0.6369	NPC24864
Remote Similarity	0.6354	NPC284559
Remote Similarity	0.6353	NPC469897
Remote Similarity	0.6353	NPC269919
Remote Similarity	0.6353	NPC132680
Remote Similarity	0.6349	NPC474767
Remote Similarity	0.6349	NPC50997
Remote Similarity	0.6349	NPC160127
Remote Similarity	0.6347	NPC105818
Remote Similarity	0.6347	NPC313889
Remote Similarity	0.6347	NPC24678
Remote Similarity	0.6335	NPC169433
Remote Similarity	0.6335	NPC104049
Remote Similarity	0.6333	NPC470474
Remote Similarity	0.6328	NPC469938
Remote Similarity	0.6328	NPC275305
Remote Similarity	0.6328	NPC37423
Remote Similarity	0.6325	NPC112741
Remote Similarity	0.6324	NPC117244
Remote Similarity	0.6324	NPC473763
Remote Similarity	0.6323	NPC278451
Remote Similarity	0.6316	NPC84508
Remote Similarity	0.6307	NPC89562
Remote Similarity	0.6301	NPC469541
Remote Similarity	0.6298	NPC48938
Remote Similarity	0.6296	NPC73767
Remote Similarity	0.6296	NPC104483
Remote Similarity	0.6296	NPC149708
Remote Similarity	0.6294	NPC115049
Remote Similarity	0.6279	NPC25899
Remote Similarity	0.6279	NPC279918
Remote Similarity	0.6278	NPC187827
Remote Similarity	0.6278	NPC472105
Remote Similarity	0.6272	NPC25008
Remote Similarity	0.6272	NPC469765
Remote Similarity	0.6272	NPC73952
Remote Similarity	0.6272	NPC469763
Remote Similarity	0.6272	NPC469760
Remote Similarity	0.6272	NPC259644
Remote Similarity	0.6272	NPC469786
Remote Similarity	0.6272	NPC251391
Remote Similarity	0.627	NPC95783
Remote Similarity	0.6264	NPC41333
Remote Similarity	0.6257	NPC157583
Remote Similarity	0.6243	NPC282231
Remote Similarity	0.6243	NPC219963
Remote Similarity	0.6243	NPC233936
Remote Similarity	0.6243	NPC266551
Remote Similarity	0.6237	NPC475288
Remote Similarity	0.6235	NPC75540
Remote Similarity	0.6235	NPC70922
Remote Similarity	0.6235	NPC212376
Remote Similarity	0.6235	NPC80597
Remote Similarity	0.6235	NPC211572

Drug Structure

NPD1382 OpenBabel08211700192D 22 23 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 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 0.8660 0.5000 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 2 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 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 -0.0000 -0.0000 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 -0.8660 0.5000 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 6 1 0 0 0 0 3 7 1 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 12 1 0 0 0 0 6 17 1 0 0 0 0 7 17 1 0 0 0 0 8 18 2 0 0 0 0 9 12 2 0 0 0 0 9 18 1 0 0 0 0 10 17 1 0 0 0 0 11 13 1 0 0 0 0 11 21 1 0 0 0 0 12 14 1 0 0 0 0 13 10 1 6 0 0 0 13 19 1 0 0 0 0 14 15 1 0 0 0 0 14 16 2 0 0 0 0 16 21 1 0 0 0 0 18 20 2 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011918; DIB011115
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9568077
ChEBI
CAS Number

Drug Properties

Molecular Weight	313.12
ALogP	-0.9722
MLogP	2.23
XLogP	1.319
HDA	2
HBD	1
Rotatable Bonds	8
TPSA	70.52
RO5 Violation	0