NPASS drugs

Drug Information

Drug ID:	NPD5352
Drug Name:
Molecular Formula:	C22H35NO3
Canonical SMILES:	CCCCC/C=CC[C@H](/C=C/c1cccc(n1)C[C@H](CCCCO)O)O
Standard InCHI:	InChI=1S/C22H35NO3/c1-2-3-4-5-6-7-13-21(25)16-15-19-11-10-12-20(23-19)18-22(26)14-8-9-17-24/h6-7,10-12,15-16,21-22,24-26H,2-5,8-9,13-14,17-18H2,1H3/b7-6-,16-15+/t21-,22+/m1/s1
Standard InCHIKey:	JNBOAUIJLDEICX-LJCAKPRGSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5352

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	123
0.1-0.2	1201
0.2-0.3	8642
0.3-0.4	13647
0.4-0.5	4702
0.5-0.6	1921
0.6-0.7	612
0.7-0.8	36
0.8-0.85	5
0.85-0.9	1
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	0.8623	NPC470395
Intermediate Similarity	0.8478	NPC470394
Intermediate Similarity	0.8478	NPC470404
Intermediate Similarity	0.8478	NPC470403
Intermediate Similarity	0.8429	NPC161292
Intermediate Similarity	0.8194	NPC153769
Intermediate Similarity	0.7945	NPC284348
Intermediate Similarity	0.7852	NPC278451
Intermediate Similarity	0.7778	NPC471598
Intermediate Similarity	0.774	NPC257142
Intermediate Similarity	0.7603	NPC213774
Intermediate Similarity	0.75	NPC280853
Intermediate Similarity	0.7464	NPC471311
Intermediate Similarity	0.7464	NPC471313
Intermediate Similarity	0.7451	NPC84508
Intermediate Similarity	0.7448	NPC285016
Intermediate Similarity	0.7448	NPC245657
Intermediate Similarity	0.7432	NPC220523
Intermediate Similarity	0.7431	NPC471596
Intermediate Similarity	0.7413	NPC328029
Intermediate Similarity	0.7376	NPC256893
Intermediate Similarity	0.731	NPC471594
Intermediate Similarity	0.7297	NPC471323
Intermediate Similarity	0.7279	NPC60553
Intermediate Similarity	0.7273	NPC116573
Intermediate Similarity	0.726	NPC85443
Intermediate Similarity	0.7222	NPC326575
Intermediate Similarity	0.7214	NPC165370
Intermediate Similarity	0.7188	NPC158129
Intermediate Similarity	0.7179	NPC25899
Intermediate Similarity	0.717	NPC44161
Intermediate Similarity	0.7143	NPC34508
Intermediate Similarity	0.7117	NPC283152
Intermediate Similarity	0.7105	NPC288445
Intermediate Similarity	0.7092	NPC212125
Intermediate Similarity	0.7078	NPC26872
Intermediate Similarity	0.7055	NPC203754
Intermediate Similarity	0.7055	NPC150048
Intermediate Similarity	0.7025	NPC71079
Intermediate Similarity	0.7025	NPC48192
Intermediate Similarity	0.7019	NPC126481
Intermediate Similarity	0.7007	NPC471312
Remote Similarity	0.6985	NPC81561
Remote Similarity	0.6981	NPC474217
Remote Similarity	0.6981	NPC311276
Remote Similarity	0.697	NPC270009
Remote Similarity	0.6951	NPC24594
Remote Similarity	0.6951	NPC472122
Remote Similarity	0.6943	NPC26850
Remote Similarity	0.6937	NPC85918
Remote Similarity	0.6918	NPC177404
Remote Similarity	0.6918	NPC47298
Remote Similarity	0.6918	NPC315214
Remote Similarity	0.6912	NPC148140
Remote Similarity	0.6909	NPC293472
Remote Similarity	0.6905	NPC62069
Remote Similarity	0.6905	NPC320394
Remote Similarity	0.6897	NPC324611
Remote Similarity	0.6894	NPC278366
Remote Similarity	0.6894	NPC108469
Remote Similarity	0.6894	NPC127730
Remote Similarity	0.6886	NPC314394
Remote Similarity	0.6886	NPC219963
Remote Similarity	0.6886	NPC192270
Remote Similarity	0.6875	NPC32028
Remote Similarity	0.6875	NPC78375
Remote Similarity	0.6875	NPC476446
Remote Similarity	0.6875	NPC469813
Remote Similarity	0.6875	NPC102423
Remote Similarity	0.6875	NPC159319
Remote Similarity	0.6875	NPC476118
Remote Similarity	0.6875	NPC40779
Remote Similarity	0.687	NPC231655
Remote Similarity	0.6867	NPC472443
Remote Similarity	0.6864	NPC62510
Remote Similarity	0.6859	NPC36168
Remote Similarity	0.6853	NPC306397
Remote Similarity	0.6848	NPC134586
Remote Similarity	0.6848	NPC194724
Remote Similarity	0.6845	NPC472444
Remote Similarity	0.6835	NPC469762
Remote Similarity	0.6832	NPC471178
Remote Similarity	0.6831	NPC151489
Remote Similarity	0.6829	NPC313791
Remote Similarity	0.6826	NPC187827
Remote Similarity	0.6826	NPC472105
Remote Similarity	0.6826	NPC198339
Remote Similarity	0.6824	NPC90415
Remote Similarity	0.6824	NPC29702
Remote Similarity	0.6815	NPC470507
Remote Similarity	0.6813	NPC59779
Remote Similarity	0.6813	NPC124542
Remote Similarity	0.6813	NPC471177
Remote Similarity	0.6807	NPC211997
Remote Similarity	0.6805	NPC207851
Remote Similarity	0.68	NPC205403
Remote Similarity	0.679	NPC41717
Remote Similarity	0.6788	NPC189812
Remote Similarity	0.6788	NPC329688
Remote Similarity	0.6782	NPC279401
Remote Similarity	0.6782	NPC79293
Remote Similarity	0.6772	NPC469785
Remote Similarity	0.677	NPC473057
Remote Similarity	0.6766	NPC133261
Remote Similarity	0.6753	NPC302159
Remote Similarity	0.675	NPC322644
Remote Similarity	0.6748	NPC317430
Remote Similarity	0.6748	NPC154293
Remote Similarity	0.6747	NPC288943
Remote Similarity	0.6746	NPC139291
Remote Similarity	0.6746	NPC472109
Remote Similarity	0.6746	NPC19679
Remote Similarity	0.6746	NPC472108
Remote Similarity	0.6746	NPC472110
Remote Similarity	0.6732	NPC242556
Remote Similarity	0.673	NPC138018
Remote Similarity	0.6727	NPC259545
Remote Similarity	0.6727	NPC471294
Remote Similarity	0.6726	NPC478032
Remote Similarity	0.6723	NPC102008
Remote Similarity	0.6714	NPC215519
Remote Similarity	0.6712	NPC315320
Remote Similarity	0.6709	NPC63562
Remote Similarity	0.6709	NPC471458
Remote Similarity	0.6708	NPC79911
Remote Similarity	0.6691	NPC162689
Remote Similarity	0.6691	NPC54102
Remote Similarity	0.669	NPC290094
Remote Similarity	0.6687	NPC472586
Remote Similarity	0.6686	NPC161887
Remote Similarity	0.6686	NPC266551
Remote Similarity	0.6686	NPC226202
Remote Similarity	0.6667	NPC476566
Remote Similarity	0.6667	NPC37548
Remote Similarity	0.6667	NPC14651
Remote Similarity	0.6667	NPC141353
Remote Similarity	0.6667	NPC121658
Remote Similarity	0.6647	NPC243058
Remote Similarity	0.6647	NPC46413
Remote Similarity	0.6646	NPC469760
Remote Similarity	0.6646	NPC469786
Remote Similarity	0.6646	NPC469763
Remote Similarity	0.6646	NPC120798
Remote Similarity	0.6646	NPC25008
Remote Similarity	0.6646	NPC73952
Remote Similarity	0.6646	NPC469765
Remote Similarity	0.6646	NPC259644
Remote Similarity	0.6646	NPC131718
Remote Similarity	0.6643	NPC122718
Remote Similarity	0.6642	NPC143156
Remote Similarity	0.6627	NPC15840
Remote Similarity	0.6627	NPC472123
Remote Similarity	0.6627	NPC97525
Remote Similarity	0.6625	NPC132680
Remote Similarity	0.6625	NPC129721
Remote Similarity	0.6625	NPC269919
Remote Similarity	0.6609	NPC3715
Remote Similarity	0.6608	NPC470003
Remote Similarity	0.6608	NPC203635
Remote Similarity	0.6606	NPC476518
Remote Similarity	0.6604	NPC80597
Remote Similarity	0.6604	NPC75540
Remote Similarity	0.6604	NPC211572
Remote Similarity	0.6604	NPC212376
Remote Similarity	0.6604	NPC70922
Remote Similarity	0.6588	NPC302191
Remote Similarity	0.6587	NPC312872
Remote Similarity	0.6585	NPC98187
Remote Similarity	0.6584	NPC230869
Remote Similarity	0.6575	NPC89490
Remote Similarity	0.6571	NPC469390
Remote Similarity	0.657	NPC42591
Remote Similarity	0.6568	NPC232340
Remote Similarity	0.6566	NPC476686
Remote Similarity	0.6566	NPC105758
Remote Similarity	0.6566	NPC476688
Remote Similarity	0.6564	NPC118511
Remote Similarity	0.6562	NPC285469
Remote Similarity	0.6561	NPC124005
Remote Similarity	0.6561	NPC187951
Remote Similarity	0.6561	NPC13432
Remote Similarity	0.6554	NPC174421
Remote Similarity	0.6554	NPC471322
Remote Similarity	0.6552	NPC209917
Remote Similarity	0.6552	NPC169625
Remote Similarity	0.6552	NPC202957
Remote Similarity	0.655	NPC48938
Remote Similarity	0.6548	NPC84347
Remote Similarity	0.6545	NPC278874
Remote Similarity	0.6545	NPC201700
Remote Similarity	0.6543	NPC473320
Remote Similarity	0.6543	NPC63338
Remote Similarity	0.6543	NPC324203
Remote Similarity	0.6543	NPC322976
Remote Similarity	0.6538	NPC129042
Remote Similarity	0.6532	NPC314573
Remote Similarity	0.6531	NPC329896
Remote Similarity	0.6531	NPC475090
Remote Similarity	0.6531	NPC475105
Remote Similarity	0.6527	NPC191310

Drug Structure

NPD5352 OpenBabel08211706322D 29 29 0 0 1 0 0 0 0 0999 V2000 -5.1962 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 5.0000 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 -2.5981 3.5000 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 0.0000 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 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 1.7321 -0.0000 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 -0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 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 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -5.5000 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 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 -0.0000 3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 1 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 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -7.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 7 13 1 0 0 0 0 8 9 1 0 0 0 0 8 14 1 0 0 0 0 9 17 1 0 0 0 0 10 11 2 0 0 0 0 10 12 1 0 0 0 0 11 19 1 0 0 0 0 12 20 2 0 0 0 0 15 16 2 0 0 0 0 15 19 1 0 0 0 0 16 21 1 0 0 0 0 17 24 1 0 0 0 0 18 20 1 0 0 0 0 18 22 1 0 0 0 0 19 23 2 0 0 0 0 20 23 1 0 0 0 0 21 13 1 1 0 0 0 21 25 1 0 0 0 0 22 14 1 6 0 0 0 22 26 1 0 0 0 0 24 27 1 0 0 0 0 25 28 1 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000655; DNC001479
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6449854
ChEBI
CAS Number

Drug Properties

Molecular Weight	361.26
ALogP	-1.4444
MLogP	3.44
XLogP	5.441
HDA	4
HBD	3
Rotatable Bonds	18
TPSA	73.58
RO5 Violation	2