NPASS drugs

Drug Information

Drug ID:	NPD5238
Drug Name:
Molecular Formula:	C22H29NO2
Canonical SMILES:	C[C@H]([C@H](c1ccc(cc1)O)O)CN1CCC(CC1)Cc1ccccc1
Standard InCHI:	InChI=1S/C22H29NO2/c1-17(22(25)20-7-9-21(24)10-8-20)16-23-13-11-19(12-14-23)15-18-5-3-2-4-6-18/h2-10,17,19,22,24-25H,11-16H2,1H3/t17-,22+/m0/s1
Standard InCHIKey:	WVZSEUPGUDIELE-HTAPYJJXSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5238

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	98
0.1-0.2	731
0.2-0.3	2021
0.3-0.4	8581
0.4-0.5	5668
0.5-0.6	8696
0.6-0.7	4525
0.7-0.8	543
0.8-0.85	24
0.85-0.9	2
0.9-0.95	1
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	0.9487	NPC307020
High Similarity	0.8684	NPC292758
High Similarity	0.8684	NPC65855
Intermediate Similarity	0.825	NPC213
Intermediate Similarity	0.825	NPC10286
Intermediate Similarity	0.8214	NPC51333
Intermediate Similarity	0.8214	NPC78119
Intermediate Similarity	0.8214	NPC132078
Intermediate Similarity	0.8214	NPC216468
Intermediate Similarity	0.8142	NPC213730
Intermediate Similarity	0.8142	NPC155847
Intermediate Similarity	0.8142	NPC289381
Intermediate Similarity	0.807	NPC91461
Intermediate Similarity	0.807	NPC7686
Intermediate Similarity	0.807	NPC40258
Intermediate Similarity	0.8065	NPC321133
Intermediate Similarity	0.8051	NPC290566
Intermediate Similarity	0.8051	NPC145638
Intermediate Similarity	0.8036	NPC473388
Intermediate Similarity	0.8017	NPC154899
Intermediate Similarity	0.8017	NPC233396
Intermediate Similarity	0.8	NPC42911
Intermediate Similarity	0.8	NPC153795
Intermediate Similarity	0.8	NPC126859
Intermediate Similarity	0.8	NPC290353
Intermediate Similarity	0.8	NPC89769
Intermediate Similarity	0.8	NPC259665
Intermediate Similarity	0.7984	NPC268763
Intermediate Similarity	0.7984	NPC66177
Intermediate Similarity	0.7984	NPC8305
Intermediate Similarity	0.7983	NPC474149
Intermediate Similarity	0.7966	NPC96224
Intermediate Similarity	0.7966	NPC24101
Intermediate Similarity	0.7949	NPC92623
Intermediate Similarity	0.7949	NPC135464
Intermediate Similarity	0.7946	NPC26244
Intermediate Similarity	0.7946	NPC313650
Intermediate Similarity	0.7899	NPC265211
Intermediate Similarity	0.7899	NPC306045
Intermediate Similarity	0.7891	NPC62101
Intermediate Similarity	0.7891	NPC95733
Intermediate Similarity	0.7857	NPC151715
Intermediate Similarity	0.7833	NPC475018
Intermediate Similarity	0.7829	NPC29477
Intermediate Similarity	0.7826	NPC294741
Intermediate Similarity	0.7815	NPC153690
Intermediate Similarity	0.7803	NPC257390
Intermediate Similarity	0.7797	NPC231705
Intermediate Similarity	0.7787	NPC123175
Intermediate Similarity	0.7787	NPC176730
Intermediate Similarity	0.7786	NPC124802
Intermediate Similarity	0.7768	NPC138117
Intermediate Similarity	0.7768	NPC325292
Intermediate Similarity	0.775	NPC258056
Intermediate Similarity	0.7742	NPC301651
Intermediate Similarity	0.7742	NPC82963
Intermediate Similarity	0.7742	NPC473556
Intermediate Similarity	0.7731	NPC142297
Intermediate Similarity	0.7724	NPC12656
Intermediate Similarity	0.7724	NPC120280
Intermediate Similarity	0.7719	NPC292730
Intermediate Similarity	0.7719	NPC216520
Intermediate Similarity	0.7719	NPC82664
Intermediate Similarity	0.7719	NPC132271
Intermediate Similarity	0.7692	NPC178902
Intermediate Similarity	0.7686	NPC63345
Intermediate Similarity	0.768	NPC38458
Intermediate Similarity	0.768	NPC311737
Intermediate Similarity	0.768	NPC476266
Intermediate Similarity	0.7679	NPC45040
Intermediate Similarity	0.7674	NPC285394
Intermediate Similarity	0.7674	NPC211218
Intermediate Similarity	0.7667	NPC262365
Intermediate Similarity	0.7664	NPC150712
Intermediate Similarity	0.7634	NPC218323
Intermediate Similarity	0.7634	NPC305717
Intermediate Similarity	0.763	NPC473360
Intermediate Similarity	0.7627	NPC323810
Intermediate Similarity	0.7603	NPC62258
Intermediate Similarity	0.7603	NPC55617
Intermediate Similarity	0.7589	NPC300478
Intermediate Similarity	0.7589	NPC300017
Intermediate Similarity	0.7586	NPC92730
Intermediate Similarity	0.7586	NPC128723
Intermediate Similarity	0.7581	NPC118202
Intermediate Similarity	0.7581	NPC473137
Intermediate Similarity	0.7563	NPC474839
Intermediate Similarity	0.7561	NPC228425
Intermediate Similarity	0.7559	NPC43275
Intermediate Similarity	0.7544	NPC128062
Intermediate Similarity	0.7541	NPC252544
Intermediate Similarity	0.7541	NPC226401
Intermediate Similarity	0.7541	NPC147634
Intermediate Similarity	0.7541	NPC321252
Intermediate Similarity	0.7541	NPC174096
Intermediate Similarity	0.7541	NPC79793
Intermediate Similarity	0.7541	NPC44732
Intermediate Similarity	0.7541	NPC120982
Intermediate Similarity	0.754	NPC137096
Intermediate Similarity	0.7521	NPC61885
Intermediate Similarity	0.7521	NPC214200
Intermediate Similarity	0.7521	NPC228400
Intermediate Similarity	0.7521	NPC63698
Intermediate Similarity	0.7521	NPC11554
Intermediate Similarity	0.752	NPC317254
Intermediate Similarity	0.7519	NPC474862
Intermediate Similarity	0.7519	NPC469686
Intermediate Similarity	0.75	NPC113457
Intermediate Similarity	0.75	NPC177420
Intermediate Similarity	0.75	NPC323775
Intermediate Similarity	0.75	NPC318325
Intermediate Similarity	0.75	NPC225464
Intermediate Similarity	0.75	NPC271274
Intermediate Similarity	0.75	NPC258219
Intermediate Similarity	0.75	NPC236347
Intermediate Similarity	0.75	NPC123273
Intermediate Similarity	0.75	NPC474073
Intermediate Similarity	0.75	NPC242240
Intermediate Similarity	0.75	NPC280347
Intermediate Similarity	0.7481	NPC149379
Intermediate Similarity	0.748	NPC308689
Intermediate Similarity	0.748	NPC187583
Intermediate Similarity	0.748	NPC179002
Intermediate Similarity	0.748	NPC471671
Intermediate Similarity	0.748	NPC469609
Intermediate Similarity	0.748	NPC257430
Intermediate Similarity	0.748	NPC177576
Intermediate Similarity	0.7479	NPC119860
Intermediate Similarity	0.7478	NPC274678
Intermediate Similarity	0.7464	NPC193528
Intermediate Similarity	0.7462	NPC174977
Intermediate Similarity	0.7459	NPC474272
Intermediate Similarity	0.7458	NPC471578
Intermediate Similarity	0.7458	NPC101025
Intermediate Similarity	0.7442	NPC201402
Intermediate Similarity	0.7442	NPC469704
Intermediate Similarity	0.7442	NPC328504
Intermediate Similarity	0.7442	NPC469703
Intermediate Similarity	0.7442	NPC160854
Intermediate Similarity	0.7438	NPC305603
Intermediate Similarity	0.7438	NPC61033
Intermediate Similarity	0.7436	NPC125732
Intermediate Similarity	0.7434	NPC55561
Intermediate Similarity	0.7422	NPC469644
Intermediate Similarity	0.7422	NPC268572
Intermediate Similarity	0.7417	NPC138942
Intermediate Similarity	0.7417	NPC99557
Intermediate Similarity	0.7417	NPC219286
Intermediate Similarity	0.7411	NPC104216
Intermediate Similarity	0.7411	NPC113460
Intermediate Similarity	0.7411	NPC25493
Intermediate Similarity	0.7402	NPC477136
Intermediate Similarity	0.7402	NPC283468
Intermediate Similarity	0.7402	NPC172219
Intermediate Similarity	0.7402	NPC304510
Intermediate Similarity	0.7398	NPC296683
Intermediate Similarity	0.7395	NPC135784
Intermediate Similarity	0.7395	NPC168829
Intermediate Similarity	0.7391	NPC76938
Intermediate Similarity	0.7381	NPC37302
Intermediate Similarity	0.7381	NPC147179
Intermediate Similarity	0.7377	NPC317305
Intermediate Similarity	0.7377	NPC201959
Intermediate Similarity	0.7368	NPC322366
Intermediate Similarity	0.7368	NPC304541
Intermediate Similarity	0.7364	NPC223451
Intermediate Similarity	0.7364	NPC115627
Intermediate Similarity	0.7364	NPC169207
Intermediate Similarity	0.7364	NPC68339
Intermediate Similarity	0.7364	NPC263835
Intermediate Similarity	0.7364	NPC118522
Intermediate Similarity	0.7361	NPC476151
Intermediate Similarity	0.7357	NPC168861
Intermediate Similarity	0.7355	NPC248904
Intermediate Similarity	0.7344	NPC164649
Intermediate Similarity	0.7344	NPC48342
Intermediate Similarity	0.7344	NPC122009
Intermediate Similarity	0.7344	NPC154030
Intermediate Similarity	0.7343	NPC185838
Intermediate Similarity	0.7339	NPC476632
Intermediate Similarity	0.7339	NPC225679
Intermediate Similarity	0.7339	NPC165770
Intermediate Similarity	0.7339	NPC4493
Intermediate Similarity	0.7338	NPC160607
Intermediate Similarity	0.7338	NPC204848
Intermediate Similarity	0.7338	NPC41473
Intermediate Similarity	0.7338	NPC312770
Intermediate Similarity	0.7338	NPC14600
Intermediate Similarity	0.7333	NPC120251
Intermediate Similarity	0.7333	NPC241891
Intermediate Similarity	0.7333	NPC120693
Intermediate Similarity	0.7333	NPC30506
Intermediate Similarity	0.7333	NPC261573
Intermediate Similarity	0.7333	NPC8931
Intermediate Similarity	0.7333	NPC288411
Intermediate Similarity	0.7329	NPC68967
Intermediate Similarity	0.7328	NPC32714
Intermediate Similarity	0.7328	NPC36016
Intermediate Similarity	0.7328	NPC255026
Intermediate Similarity	0.7328	NPC100099

Drug Structure

NPD5238 OpenBabel08211706322D 27 29 0 0 1 0 0 0 0 0999 V2000 -1.7321 1.0000 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 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 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 -3.4641 -2.0000 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 -3.4641 -3.0000 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 -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 -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 2.5981 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 -1.7321 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 3 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 -2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 2 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 -2.5981 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 18 2 0 0 0 0 6 18 1 0 0 0 0 7 9 1 0 0 0 0 7 20 2 0 0 0 0 8 10 2 0 0 0 0 8 20 1 0 0 0 0 9 21 2 0 0 0 0 10 21 1 0 0 0 0 11 13 1 0 0 0 0 11 19 1 0 0 0 0 12 14 1 0 0 0 0 12 19 1 0 0 0 0 13 23 1 0 0 0 0 14 23 1 0 0 0 0 15 18 1 0 0 0 0 15 19 1 0 0 0 0 16 17 1 0 0 0 0 16 23 1 0 0 0 0 17 1 1 1 0 0 0 17 22 1 0 0 0 0 20 22 1 0 0 0 0 21 24 1 0 0 0 0 22 25 1 6 0 0 0 24 26 1 0 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001225
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6604887
ChEBI
CAS Number

Drug Properties

Molecular Weight	339.22
ALogP	-1.3505
MLogP	3.55
XLogP	6.206
HDA	2
HBD	2
Rotatable Bonds	9
TPSA	43.7
RO5 Violation	1