NPASS drugs

Drug Information

Drug ID:	NPD4104
Drug Name:
Molecular Formula:	C20H25NO3
Canonical SMILES:	Oc1ccc(cc1)[C@H]([C@H](N1CCC(CC1)(O)c1ccccc1)C)O
Standard InCHI:	InChI=1S/C20H25NO3/c1-15(19(23)16-7-9-18(22)10-8-16)21-13-11-20(24,12-14-21)17-5-3-2-4-6-17/h2-10,15,19,22-24H,11-14H2,1H3/t15-,19+/m1/s1
Standard InCHIKey:	QEMSVZNTSXPFJA-BEFAXECRSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4104

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	114
0.1-0.2	754
0.2-0.3	2274
0.3-0.4	8949
0.4-0.5	5272
0.5-0.6	9609
0.6-0.7	3522
0.7-0.8	385
0.8-0.85	8
0.85-0.9	2
0.9-0.95	0
0.95-1	1

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	0.9664	NPC307020
High Similarity	0.8559	NPC292758
High Similarity	0.8559	NPC65855
Intermediate Similarity	0.8293	NPC10286
Intermediate Similarity	0.8293	NPC213
Intermediate Similarity	0.8045	NPC259665
Intermediate Similarity	0.8045	NPC89769
Intermediate Similarity	0.8045	NPC126859
Intermediate Similarity	0.803	NPC66177
Intermediate Similarity	0.803	NPC268763
Intermediate Similarity	0.803	NPC8305
Intermediate Similarity	0.7969	NPC321133
Intermediate Similarity	0.7951	NPC290566
Intermediate Similarity	0.7951	NPC145638
Intermediate Similarity	0.7937	NPC82963
Intermediate Similarity	0.7881	NPC214200
Intermediate Similarity	0.7881	NPC155847
Intermediate Similarity	0.7881	NPC289381
Intermediate Similarity	0.7881	NPC228400
Intermediate Similarity	0.7874	NPC311737
Intermediate Similarity	0.7874	NPC38458
Intermediate Similarity	0.7852	NPC257390
Intermediate Similarity	0.7836	NPC124802
Intermediate Similarity	0.7803	NPC95733
Intermediate Similarity	0.7803	NPC62101
Intermediate Similarity	0.7797	NPC216468
Intermediate Similarity	0.7797	NPC78119
Intermediate Similarity	0.7797	NPC51333
Intermediate Similarity	0.7797	NPC132078
Intermediate Similarity	0.7744	NPC29477
Intermediate Similarity	0.7731	NPC213730
Intermediate Similarity	0.7724	NPC24101
Intermediate Similarity	0.7724	NPC96224
Intermediate Similarity	0.7667	NPC40258
Intermediate Similarity	0.7667	NPC91461
Intermediate Similarity	0.7667	NPC7686
Intermediate Similarity	0.766	NPC251439
Intermediate Similarity	0.7638	NPC118202
Intermediate Similarity	0.7623	NPC154899
Intermediate Similarity	0.7623	NPC233396
Intermediate Similarity	0.7619	NPC153795
Intermediate Similarity	0.7619	NPC42911
Intermediate Similarity	0.7619	NPC290353
Intermediate Similarity	0.76	NPC474149
Intermediate Similarity	0.7597	NPC137096
Intermediate Similarity	0.7594	NPC285394
Intermediate Similarity	0.7594	NPC211218
Intermediate Similarity	0.7589	NPC150712
Intermediate Similarity	0.7581	NPC153690
Intermediate Similarity	0.7578	NPC317254
Intermediate Similarity	0.7576	NPC474862
Intermediate Similarity	0.7561	NPC231705
Intermediate Similarity	0.7561	NPC92623
Intermediate Similarity	0.7561	NPC135464
Intermediate Similarity	0.7556	NPC322366
Intermediate Similarity	0.7556	NPC323775
Intermediate Similarity	0.7556	NPC305717
Intermediate Similarity	0.7556	NPC236347
Intermediate Similarity	0.7542	NPC26244
Intermediate Similarity	0.7542	NPC313650
Intermediate Similarity	0.7536	NPC208757
Intermediate Similarity	0.7536	NPC149379
Intermediate Similarity	0.7534	NPC476151
Intermediate Similarity	0.752	NPC265211
Intermediate Similarity	0.752	NPC258056
Intermediate Similarity	0.752	NPC306045
Intermediate Similarity	0.7518	NPC193528
Intermediate Similarity	0.7517	NPC185838
Intermediate Similarity	0.75	NPC12656
Intermediate Similarity	0.75	NPC142297
Intermediate Similarity	0.7479	NPC473388
Intermediate Similarity	0.7465	NPC219233
Intermediate Similarity	0.7465	NPC211468
Intermediate Similarity	0.7465	NPC170170
Intermediate Similarity	0.746	NPC475018
Intermediate Similarity	0.7459	NPC178902
Intermediate Similarity	0.7458	NPC151715
Intermediate Similarity	0.744	NPC262365
Intermediate Similarity	0.7438	NPC294741
Intermediate Similarity	0.7432	NPC477565
Intermediate Similarity	0.7432	NPC103379
Intermediate Similarity	0.7429	NPC473360
Intermediate Similarity	0.7426	NPC218323
Intermediate Similarity	0.7422	NPC123175
Intermediate Similarity	0.7422	NPC176730
Intermediate Similarity	0.7419	NPC169743
Intermediate Similarity	0.7415	NPC321505
Intermediate Similarity	0.7415	NPC179825
Intermediate Similarity	0.7415	NPC473491
Intermediate Similarity	0.7415	NPC191376
Intermediate Similarity	0.7413	NPC168861
Intermediate Similarity	0.7413	NPC323123
Intermediate Similarity	0.7407	NPC171372
Intermediate Similarity	0.7398	NPC304761
Intermediate Similarity	0.7398	NPC150254
Intermediate Similarity	0.7398	NPC147000
Intermediate Similarity	0.7398	NPC226778
Intermediate Similarity	0.7386	NPC92191
Intermediate Similarity	0.7386	NPC59028
Intermediate Similarity	0.7385	NPC473556
Intermediate Similarity	0.7385	NPC301651
Intermediate Similarity	0.7376	NPC64205
Intermediate Similarity	0.7373	NPC138117
Intermediate Similarity	0.7373	NPC325292
Intermediate Similarity	0.7365	NPC147390
Intermediate Similarity	0.7365	NPC135538
Intermediate Similarity	0.7365	NPC476571
Intermediate Similarity	0.7365	NPC24233
Intermediate Similarity	0.7365	NPC428
Intermediate Similarity	0.7365	NPC246587
Intermediate Similarity	0.7364	NPC120280
Intermediate Similarity	0.7364	NPC473137
Intermediate Similarity	0.7355	NPC92730
Intermediate Similarity	0.7348	NPC283760
Intermediate Similarity	0.7348	NPC43275
Intermediate Similarity	0.7347	NPC245974
Intermediate Similarity	0.7343	NPC476989
Intermediate Similarity	0.7339	NPC211551
Intermediate Similarity	0.7333	NPC292730
Intermediate Similarity	0.7333	NPC216520
Intermediate Similarity	0.7333	NPC132271
Intermediate Similarity	0.7333	NPC82664
Intermediate Similarity	0.7328	NPC476266
Intermediate Similarity	0.7325	NPC150879
Intermediate Similarity	0.7324	NPC473052
Intermediate Similarity	0.7324	NPC473055
Intermediate Similarity	0.7323	NPC63345
Intermediate Similarity	0.7323	NPC44732
Intermediate Similarity	0.7308	NPC134858
Intermediate Similarity	0.7293	NPC118522
Intermediate Similarity	0.7293	NPC169207
Intermediate Similarity	0.7293	NPC115627
Intermediate Similarity	0.7292	NPC189724
Intermediate Similarity	0.7292	NPC83289
Intermediate Similarity	0.7292	NPC212850
Intermediate Similarity	0.7288	NPC45040
Intermediate Similarity	0.7273	NPC312770
Intermediate Similarity	0.7273	NPC221864
Intermediate Similarity	0.7273	NPC204848
Intermediate Similarity	0.7273	NPC14600
Intermediate Similarity	0.7273	NPC214988
Intermediate Similarity	0.7273	NPC225464
Intermediate Similarity	0.7273	NPC160607
Intermediate Similarity	0.7273	NPC322526
Intermediate Similarity	0.7273	NPC41473
Intermediate Similarity	0.7267	NPC68967
Intermediate Similarity	0.7267	NPC274026
Intermediate Similarity	0.7266	NPC308689
Intermediate Similarity	0.7258	NPC323810
Intermediate Similarity	0.7255	NPC147091
Intermediate Similarity	0.7254	NPC109580
Intermediate Similarity	0.725	NPC2314
Intermediate Similarity	0.7244	NPC62258
Intermediate Similarity	0.7244	NPC55617
Intermediate Similarity	0.7244	NPC294516
Intermediate Similarity	0.7244	NPC107938
Intermediate Similarity	0.7244	NPC233650
Intermediate Similarity	0.7239	NPC56634
Intermediate Similarity	0.7236	NPC471578
Intermediate Similarity	0.7236	NPC101025
Intermediate Similarity	0.7236	NPC327226
Intermediate Similarity	0.7234	NPC325568
Intermediate Similarity	0.7233	NPC476227
Intermediate Similarity	0.7226	NPC119649
Intermediate Similarity	0.7226	NPC249274
Intermediate Similarity	0.7226	NPC235143
Intermediate Similarity	0.7226	NPC320242
Intermediate Similarity	0.7226	NPC271388
Intermediate Similarity	0.7226	NPC205167
Intermediate Similarity	0.7226	NPC230956
Intermediate Similarity	0.7226	NPC205255
Intermediate Similarity	0.7218	NPC268572
Intermediate Similarity	0.7215	NPC210140
Intermediate Similarity	0.7214	NPC45191
Intermediate Similarity	0.7213	NPC125732
Intermediate Similarity	0.7213	NPC128723
Intermediate Similarity	0.7211	NPC247298
Intermediate Similarity	0.7209	NPC228425
Intermediate Similarity	0.7203	NPC300478
Intermediate Similarity	0.7203	NPC300017
Intermediate Similarity	0.72	NPC60538
Intermediate Similarity	0.72	NPC474839
Intermediate Similarity	0.72	NPC99557
Intermediate Similarity	0.72	NPC138942
Intermediate Similarity	0.72	NPC207824
Intermediate Similarity	0.72	NPC219286
Intermediate Similarity	0.7197	NPC283468
Intermediate Similarity	0.7192	NPC266741
Intermediate Similarity	0.719	NPC249797
Intermediate Similarity	0.719	NPC278799
Intermediate Similarity	0.719	NPC54379
Intermediate Similarity	0.719	NPC184026
Intermediate Similarity	0.719	NPC127674
Intermediate Similarity	0.719	NPC172765
Intermediate Similarity	0.719	NPC39701
Intermediate Similarity	0.719	NPC244336
Intermediate Similarity	0.719	NPC204828
Intermediate Similarity	0.719	NPC110416
Intermediate Similarity	0.719	NPC189266
Intermediate Similarity	0.719	NPC5238

Drug Structure

NPD4104 OpenBabel08211704332D 27 29 0 0 1 0 0 0 0 0999 V2000 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2321 0.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2321 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2321 0.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2321 1.8660 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 -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 -3.4641 -2.0000 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 -0.8660 -0.5000 0.0000 C 0 0 2 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 2.7321 1.0000 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 -0.8660 -1.5000 0.0000 C 0 0 1 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 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 1.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.7321 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 17 2 0 0 0 0 6 17 1 0 0 0 0 7 9 1 0 0 0 0 7 16 2 0 0 0 0 8 10 2 0 0 0 0 8 16 1 0 0 0 0 9 18 2 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 12 20 1 0 0 0 0 13 21 1 0 0 0 0 14 21 1 0 0 0 0 15 1 1 1 0 0 0 15 19 1 0 0 0 0 15 21 1 0 0 0 0 16 19 1 0 0 0 0 17 20 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 6 0 0 0 20 24 1 0 0 0 0 22 25 1 0 0 0 0 23 26 1 0 0 0 0 24 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000469
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11723971
ChEBI
CAS Number

Drug Properties

Molecular Weight	327.18
ALogP	-2.2549
MLogP	3.22
XLogP	3.899
HDA	3
HBD	3
Rotatable Bonds	8
TPSA	63.93
RO5 Violation	0