NPASS drugs

Drug Information

Drug ID:	NPD5255
Drug Name:
Molecular Formula:	C22H30N2O
Canonical SMILES:	C[C@@H]1CCC[C@@H](N1CCCC(c1ccccn1)(c1ccccc1)O)C
Standard InCHI:	InChI=1S/C22H30N2O/c1-18-10-8-11-19(2)24(18)17-9-15-22(25,20-12-4-3-5-13-20)21-14-6-7-16-23-21/h3-7,12-14,16,18-19,25H,8-11,15,17H2,1-2H3/t18-,19+,22?
Standard InCHIKey:	APUDBKTWDCXQJA-QIDMFYOTSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5255

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	268
0.1-0.2	1775
0.2-0.3	9854
0.3-0.4	11492
0.4-0.5	3983
0.5-0.6	1908
0.6-0.7	1237
0.7-0.8	365
0.8-0.85	3
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	0.8938	NPC150048
High Similarity	0.8938	NPC203754
High Similarity	0.8608	NPC124542
High Similarity	0.8608	NPC59779
High Similarity	0.8608	NPC471177
Intermediate Similarity	0.8385	NPC471178
Intermediate Similarity	0.8121	NPC256893
Intermediate Similarity	0.8	NPC98187
Intermediate Similarity	0.7988	NPC476446
Intermediate Similarity	0.7988	NPC78375
Intermediate Similarity	0.7988	NPC469813
Intermediate Similarity	0.7988	NPC97367
Intermediate Similarity	0.7975	NPC131718
Intermediate Similarity	0.7973	NPC471313
Intermediate Similarity	0.7973	NPC471311
Intermediate Similarity	0.7964	NPC158129
Intermediate Similarity	0.7963	NPC129721
Intermediate Similarity	0.7908	NPC328029
Intermediate Similarity	0.7904	NPC473764
Intermediate Similarity	0.7904	NPC314940
Intermediate Similarity	0.7881	NPC324611
Intermediate Similarity	0.7869	NPC264166
Intermediate Similarity	0.7869	NPC274291
Intermediate Similarity	0.7869	NPC47059
Intermediate Similarity	0.7869	NPC118832
Intermediate Similarity	0.7869	NPC329708
Intermediate Similarity	0.7869	NPC165349
Intermediate Similarity	0.7852	NPC212125
Intermediate Similarity	0.7803	NPC48938
Intermediate Similarity	0.7784	NPC41717
Intermediate Similarity	0.7771	NPC473057
Intermediate Similarity	0.7771	NPC102423
Intermediate Similarity	0.7758	NPC25899
Intermediate Similarity	0.7742	NPC251722
Intermediate Similarity	0.7742	NPC314102
Intermediate Similarity	0.7735	NPC265576
Intermediate Similarity	0.7733	NPC278451
Intermediate Similarity	0.7719	NPC134586
Intermediate Similarity	0.7706	NPC313791
Intermediate Similarity	0.7674	NPC211997
Intermediate Similarity	0.7669	NPC73952
Intermediate Similarity	0.7669	NPC469765
Intermediate Similarity	0.7669	NPC259644
Intermediate Similarity	0.7669	NPC469760
Intermediate Similarity	0.7669	NPC25008
Intermediate Similarity	0.7669	NPC469763
Intermediate Similarity	0.7669	NPC469786
Intermediate Similarity	0.7657	NPC284559
Intermediate Similarity	0.7657	NPC207851
Intermediate Similarity	0.7647	NPC252590
Intermediate Similarity	0.7647	NPC477111
Intermediate Similarity	0.764	NPC3715
Intermediate Similarity	0.7637	NPC212213
Intermediate Similarity	0.7633	NPC44161
Intermediate Similarity	0.7622	NPC70922
Intermediate Similarity	0.7622	NPC80597
Intermediate Similarity	0.7622	NPC212376
Intermediate Similarity	0.7622	NPC75540
Intermediate Similarity	0.7622	NPC211572
Intermediate Similarity	0.7616	NPC306397
Intermediate Similarity	0.7614	NPC62510
Intermediate Similarity	0.7611	NPC329541
Intermediate Similarity	0.7605	NPC48192
Intermediate Similarity	0.759	NPC84508
Intermediate Similarity	0.7576	NPC141353
Intermediate Similarity	0.7574	NPC49954
Intermediate Similarity	0.7574	NPC474561
Intermediate Similarity	0.7574	NPC108469
Intermediate Similarity	0.7572	NPC326575
Intermediate Similarity	0.7571	NPC171171
Intermediate Similarity	0.7564	NPC29702
Intermediate Similarity	0.7562	NPC471323
Intermediate Similarity	0.756	NPC311276
Intermediate Similarity	0.7546	NPC105818
Intermediate Similarity	0.7546	NPC40070
Intermediate Similarity	0.7546	NPC24678
Intermediate Similarity	0.754	NPC477113
Intermediate Similarity	0.7533	NPC476322
Intermediate Similarity	0.7532	NPC32002
Intermediate Similarity	0.7532	NPC316811
Intermediate Similarity	0.7532	NPC315348
Intermediate Similarity	0.7529	NPC317430
Intermediate Similarity	0.7529	NPC63751
Intermediate Similarity	0.7529	NPC133261
Intermediate Similarity	0.7516	NPC471312
Intermediate Similarity	0.7515	NPC63562
Intermediate Similarity	0.75	NPC165370
Intermediate Similarity	0.75	NPC477976
Intermediate Similarity	0.75	NPC282231
Intermediate Similarity	0.75	NPC471294
Intermediate Similarity	0.7487	NPC475070
Intermediate Similarity	0.7483	NPC91958
Intermediate Similarity	0.7471	NPC160105
Intermediate Similarity	0.747	NPC469785
Intermediate Similarity	0.7468	NPC69914
Intermediate Similarity	0.7467	NPC290094
Intermediate Similarity	0.7459	NPC324149
Intermediate Similarity	0.7458	NPC284678
Intermediate Similarity	0.7458	NPC204717
Intermediate Similarity	0.7456	NPC194640
Intermediate Similarity	0.7447	NPC475288
Intermediate Similarity	0.7446	NPC239954
Intermediate Similarity	0.7444	NPC95783
Intermediate Similarity	0.7443	NPC266551
Intermediate Similarity	0.7443	NPC219963
Intermediate Similarity	0.7443	NPC161887
Intermediate Similarity	0.744	NPC63338
Intermediate Similarity	0.744	NPC322976
Intermediate Similarity	0.744	NPC255229
Intermediate Similarity	0.744	NPC324203
Intermediate Similarity	0.744	NPC279918
Intermediate Similarity	0.744	NPC81229
Intermediate Similarity	0.7429	NPC232340
Intermediate Similarity	0.7425	NPC469762
Intermediate Similarity	0.7425	NPC132680
Intermediate Similarity	0.7425	NPC269919
Intermediate Similarity	0.7418	NPC198673
Intermediate Similarity	0.7416	NPC314002
Intermediate Similarity	0.7416	NPC15102
Intermediate Similarity	0.7415	NPC240136
Intermediate Similarity	0.7415	NPC471402
Intermediate Similarity	0.7415	NPC297486
Intermediate Similarity	0.7407	NPC166492
Intermediate Similarity	0.7407	NPC314372
Intermediate Similarity	0.7407	NPC159856
Intermediate Similarity	0.7407	NPC473362
Intermediate Similarity	0.7405	NPC476167
Intermediate Similarity	0.7403	NPC476131
Intermediate Similarity	0.7401	NPC220765
Intermediate Similarity	0.7401	NPC133306
Intermediate Similarity	0.74	NPC329825
Intermediate Similarity	0.7396	NPC71079
Intermediate Similarity	0.7394	NPC470233
Intermediate Similarity	0.7381	NPC230869
Intermediate Similarity	0.738	NPC328596
Intermediate Similarity	0.738	NPC328318
Intermediate Similarity	0.7378	NPC288445
Intermediate Similarity	0.7368	NPC146373
Intermediate Similarity	0.7368	NPC166424
Intermediate Similarity	0.7368	NPC245244
Intermediate Similarity	0.7363	NPC99666
Intermediate Similarity	0.7362	NPC220523
Intermediate Similarity	0.7356	NPC469938
Intermediate Similarity	0.7355	NPC315320
Intermediate Similarity	0.7353	NPC474217
Intermediate Similarity	0.7353	NPC40779
Intermediate Similarity	0.7353	NPC476118
Intermediate Similarity	0.7351	NPC46358
Intermediate Similarity	0.7351	NPC192315
Intermediate Similarity	0.7351	NPC168911
Intermediate Similarity	0.7333	NPC48564
Intermediate Similarity	0.7333	NPC265605
Intermediate Similarity	0.7333	NPC182570
Intermediate Similarity	0.733	NPC248462
Intermediate Similarity	0.7329	NPC60553
Intermediate Similarity	0.732	NPC169625
Intermediate Similarity	0.732	NPC202957
Intermediate Similarity	0.7314	NPC472122
Intermediate Similarity	0.7314	NPC24594
Intermediate Similarity	0.7312	NPC123395
Intermediate Similarity	0.731	NPC477975
Intermediate Similarity	0.7308	NPC117244
Intermediate Similarity	0.7308	NPC473763
Intermediate Similarity	0.7302	NPC470505
Intermediate Similarity	0.7302	NPC470500
Intermediate Similarity	0.7299	NPC259545
Intermediate Similarity	0.7299	NPC314603
Intermediate Similarity	0.7296	NPC150259
Intermediate Similarity	0.7294	NPC315214
Intermediate Similarity	0.7294	NPC177404
Intermediate Similarity	0.7294	NPC47298
Intermediate Similarity	0.7292	NPC5145
Intermediate Similarity	0.7289	NPC153769
Intermediate Similarity	0.7287	NPC57398
Intermediate Similarity	0.7284	NPC20144
Intermediate Similarity	0.7284	NPC190296
Intermediate Similarity	0.7284	NPC470394
Intermediate Similarity	0.7284	NPC470404
Intermediate Similarity	0.7284	NPC470403
Intermediate Similarity	0.7283	NPC194411
Intermediate Similarity	0.7283	NPC133366
Intermediate Similarity	0.7278	NPC92796
Intermediate Similarity	0.7278	NPC135141
Intermediate Similarity	0.7278	NPC478077
Intermediate Similarity	0.7273	NPC59269
Intermediate Similarity	0.7273	NPC151939
Intermediate Similarity	0.7268	NPC133140
Intermediate Similarity	0.7268	NPC195268
Intermediate Similarity	0.7267	NPC127730
Intermediate Similarity	0.7267	NPC278366
Intermediate Similarity	0.7267	NPC54988
Intermediate Similarity	0.7263	NPC317373
Intermediate Similarity	0.7258	NPC474916
Intermediate Similarity	0.7251	NPC211187
Intermediate Similarity	0.7251	NPC32028
Intermediate Similarity	0.7251	NPC263439
Intermediate Similarity	0.7251	NPC159319
Intermediate Similarity	0.7249	NPC475774
Intermediate Similarity	0.7248	NPC143603
Intermediate Similarity	0.7247	NPC233936

Drug Structure

NPD5255 OpenBabel08211706322D 26 28 0 0 1 0 0 0 0 0999 V2000 3.4641 -0.0000 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 0.2321 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2679 1.7321 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 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 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2321 0.8660 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 -0.8660 -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 4.3301 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.2321 0.8660 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 1.7321 -0.0000 0.0000 C 0 0 3 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 4.3301 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 12 1 0 0 0 0 5 13 2 0 0 0 0 6 7 2 0 0 0 0 6 14 1 0 0 0 0 7 16 1 0 0 0 0 8 10 1 0 0 0 0 8 11 1 0 0 0 0 9 15 1 0 0 0 0 9 17 1 0 0 0 0 10 18 1 0 0 0 0 11 19 1 0 0 0 0 12 20 2 0 0 0 0 13 20 1 0 0 0 0 14 21 2 0 0 0 0 15 22 1 0 0 0 0 16 23 2 0 0 0 0 17 24 1 0 0 0 0 18 1 1 6 0 0 0 18 24 1 0 0 0 0 19 2 1 6 0 0 0 19 24 1 0 0 0 0 20 22 1 0 0 0 0 21 22 1 0 0 0 0 21 23 1 0 0 0 0 22 25 1 0 0 0 0 25 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012775
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	338.24
ALogP	-1.615
MLogP	3.55
XLogP	6.057
HDA	3
HBD	1
Rotatable Bonds	9
TPSA	36.36
RO5 Violation	1