NPASS drugs

Drug Information

Drug ID:	NPD4080
Drug Name:	RP-58802B
Molecular Formula:	C20H25N3O3
Canonical SMILES:	COc1cc(ccc1O)C(CNC(CCn1cnc2c1cccc2)C)O
Standard InCHI:	InChI=1S/C20H25N3O3/c1-14(9-10-23-13-22-16-5-3-4-6-17(16)23)21-12-19(25)15-7-8-18(24)20(11-15)26-2/h3-8,11,13-14,19,21,24-25H,9-10,12H2,1-2H3
Standard InCHIKey:	NKKPVWPMPWLEMY-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4080

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	393
0.1-0.2	2518
0.2-0.3	10039
0.3-0.4	4291
0.4-0.5	9494
0.5-0.6	3299
0.6-0.7	781
0.7-0.8	69
0.8-0.85	6
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	0.8261	NPC477795
Intermediate Similarity	0.8261	NPC477806
Intermediate Similarity	0.8261	NPC477805
Intermediate Similarity	0.8261	NPC477796
Intermediate Similarity	0.8222	NPC160666
Intermediate Similarity	0.8018	NPC308906
Intermediate Similarity	0.7857	NPC250178
Intermediate Similarity	0.7793	NPC266931
Intermediate Similarity	0.7783	NPC242923
Intermediate Similarity	0.7763	NPC35761
Intermediate Similarity	0.7699	NPC136924
Intermediate Similarity	0.7662	NPC237978
Intermediate Similarity	0.7635	NPC472067
Intermediate Similarity	0.7635	NPC472066
Intermediate Similarity	0.7635	NPC472031
Intermediate Similarity	0.7625	NPC472068
Intermediate Similarity	0.7598	NPC46970
Intermediate Similarity	0.7468	NPC295228
Intermediate Similarity	0.7434	NPC316981
Intermediate Similarity	0.7406	NPC30540
Intermediate Similarity	0.7403	NPC17305
Intermediate Similarity	0.738	NPC12100
Intermediate Similarity	0.7371	NPC280272
Intermediate Similarity	0.7281	NPC471603
Intermediate Similarity	0.7281	NPC202605
Intermediate Similarity	0.7281	NPC112206
Intermediate Similarity	0.7273	NPC469594
Intermediate Similarity	0.7265	NPC135887
Intermediate Similarity	0.7265	NPC199277
Intermediate Similarity	0.726	NPC280638
Intermediate Similarity	0.7254	NPC284141
Intermediate Similarity	0.7249	NPC471080
Intermediate Similarity	0.7249	NPC469592
Intermediate Similarity	0.7247	NPC56271
Intermediate Similarity	0.7232	NPC223427
Intermediate Similarity	0.7225	NPC469589
Intermediate Similarity	0.7202	NPC217554
Intermediate Similarity	0.72	NPC470500
Intermediate Similarity	0.7198	NPC467439
Intermediate Similarity	0.7175	NPC25897
Intermediate Similarity	0.7173	NPC187145
Intermediate Similarity	0.7172	NPC295452
Intermediate Similarity	0.7172	NPC171393
Intermediate Similarity	0.7149	NPC473183
Intermediate Similarity	0.7143	NPC476997
Intermediate Similarity	0.7137	NPC473184
Intermediate Similarity	0.7119	NPC11408
Intermediate Similarity	0.7118	NPC5145
Intermediate Similarity	0.7113	NPC476996
Intermediate Similarity	0.7113	NPC476998
Intermediate Similarity	0.7102	NPC39092
Intermediate Similarity	0.7101	NPC110151
Intermediate Similarity	0.7094	NPC193267
Intermediate Similarity	0.7094	NPC213530
Intermediate Similarity	0.708	NPC475774
Intermediate Similarity	0.7072	NPC251090
Intermediate Similarity	0.7071	NPC476994
Intermediate Similarity	0.7066	NPC223223
Intermediate Similarity	0.7059	NPC307963
Intermediate Similarity	0.7054	NPC476578
Intermediate Similarity	0.7054	NPC476582
Intermediate Similarity	0.7054	NPC4071
Intermediate Similarity	0.7048	NPC475070
Intermediate Similarity	0.7046	NPC130570
Intermediate Similarity	0.7043	NPC113369
Intermediate Similarity	0.7039	NPC8022
Intermediate Similarity	0.7039	NPC470799
Intermediate Similarity	0.7022	NPC315957
Intermediate Similarity	0.7022	NPC176538
Intermediate Similarity	0.7022	NPC477019
Intermediate Similarity	0.7018	NPC472111
Intermediate Similarity	0.7014	NPC99666
Intermediate Similarity	0.7014	NPC195268
Intermediate Similarity	0.7014	NPC133140
Intermediate Similarity	0.7012	NPC21461
Remote Similarity	0.6992	NPC132642
Remote Similarity	0.6992	NPC54066
Remote Similarity	0.6991	NPC232727
Remote Similarity	0.6987	NPC313189
Remote Similarity	0.6983	NPC26679
Remote Similarity	0.6979	NPC173080
Remote Similarity	0.6978	NPC18487
Remote Similarity	0.6974	NPC329708
Remote Similarity	0.6974	NPC264166
Remote Similarity	0.6974	NPC274291
Remote Similarity	0.6974	NPC210256
Remote Similarity	0.6974	NPC165349
Remote Similarity	0.6974	NPC47059
Remote Similarity	0.6974	NPC476581
Remote Similarity	0.6974	NPC36229
Remote Similarity	0.6974	NPC16452
Remote Similarity	0.6974	NPC118832
Remote Similarity	0.6968	NPC92111
Remote Similarity	0.6962	NPC310118
Remote Similarity	0.6962	NPC473317
Remote Similarity	0.6958	NPC323244
Remote Similarity	0.6957	NPC476465
Remote Similarity	0.6946	NPC125597
Remote Similarity	0.693	NPC245816
Remote Similarity	0.693	NPC476138
Remote Similarity	0.6923	NPC76748
Remote Similarity	0.692	NPC174049
Remote Similarity	0.6917	NPC314882
Remote Similarity	0.6916	NPC312872
Remote Similarity	0.6914	NPC328924
Remote Similarity	0.6914	NPC469554
Remote Similarity	0.691	NPC296482
Remote Similarity	0.691	NPC202768
Remote Similarity	0.691	NPC53069
Remote Similarity	0.6907	NPC473822
Remote Similarity	0.6906	NPC226202
Remote Similarity	0.6903	NPC128823
Remote Similarity	0.6901	NPC115595
Remote Similarity	0.6898	NPC272549
Remote Similarity	0.6897	NPC167860
Remote Similarity	0.6897	NPC123976
Remote Similarity	0.6894	NPC288349
Remote Similarity	0.6885	NPC96584
Remote Similarity	0.6885	NPC255800
Remote Similarity	0.6883	NPC475910
Remote Similarity	0.6878	NPC296527
Remote Similarity	0.6878	NPC472289
Remote Similarity	0.6875	NPC150447
Remote Similarity	0.6875	NPC326634
Remote Similarity	0.6875	NPC478006
Remote Similarity	0.6872	NPC201508
Remote Similarity	0.6872	NPC234197
Remote Similarity	0.687	NPC476995
Remote Similarity	0.6865	NPC51854
Remote Similarity	0.6862	NPC122463
Remote Similarity	0.6861	NPC79213
Remote Similarity	0.6861	NPC324149
Remote Similarity	0.6855	NPC99891
Remote Similarity	0.6853	NPC185782
Remote Similarity	0.6846	NPC315467
Remote Similarity	0.6842	NPC31930
Remote Similarity	0.684	NPC135549
Remote Similarity	0.684	NPC477633
Remote Similarity	0.6835	NPC204446
Remote Similarity	0.6825	NPC9729
Remote Similarity	0.6824	NPC11464
Remote Similarity	0.682	NPC478009
Remote Similarity	0.6818	NPC107160
Remote Similarity	0.6818	NPC473185
Remote Similarity	0.6816	NPC473182
Remote Similarity	0.6814	NPC243834
Remote Similarity	0.6814	NPC70956
Remote Similarity	0.6809	NPC162530
Remote Similarity	0.68	NPC316756
Remote Similarity	0.6798	NPC19872
Remote Similarity	0.679	NPC314954
Remote Similarity	0.6789	NPC208898
Remote Similarity	0.6787	NPC171171
Remote Similarity	0.6787	NPC204385
Remote Similarity	0.6777	NPC24370
Remote Similarity	0.6777	NPC319232
Remote Similarity	0.6766	NPC171409
Remote Similarity	0.6766	NPC203168
Remote Similarity	0.6766	NPC96405
Remote Similarity	0.6758	NPC206201
Remote Similarity	0.6758	NPC161887
Remote Similarity	0.6758	NPC144114
Remote Similarity	0.6758	NPC219963
Remote Similarity	0.6754	NPC476167
Remote Similarity	0.6753	NPC285558
Remote Similarity	0.6752	NPC290689
Remote Similarity	0.675	NPC60621
Remote Similarity	0.6748	NPC323752
Remote Similarity	0.6743	NPC314056
Remote Similarity	0.6742	NPC314002
Remote Similarity	0.674	NPC77555
Remote Similarity	0.6739	NPC66815
Remote Similarity	0.6738	NPC82548
Remote Similarity	0.6734	NPC28945
Remote Similarity	0.6725	NPC329747
Remote Similarity	0.6725	NPC121772
Remote Similarity	0.6725	NPC249040
Remote Similarity	0.6724	NPC476106
Remote Similarity	0.6722	NPC470501
Remote Similarity	0.6722	NPC118121
Remote Similarity	0.6711	NPC127085
Remote Similarity	0.6711	NPC192315
Remote Similarity	0.6709	NPC174758
Remote Similarity	0.6707	NPC101543
Remote Similarity	0.6707	NPC82472
Remote Similarity	0.6697	NPC204717
Remote Similarity	0.6695	NPC193777
Remote Similarity	0.6695	NPC303658
Remote Similarity	0.6695	NPC94157
Remote Similarity	0.6695	NPC474595
Remote Similarity	0.6692	NPC478010
Remote Similarity	0.6692	NPC478011
Remote Similarity	0.6681	NPC219664
Remote Similarity	0.668	NPC471614
Remote Similarity	0.668	NPC470502
Remote Similarity	0.668	NPC74619
Remote Similarity	0.6667	NPC267928
Remote Similarity	0.6667	NPC271215
Remote Similarity	0.6667	NPC476287
Remote Similarity	0.6667	NPC478013

Drug Structure

NPD4080 OpenBabel08211704332D 29 31 0 0 1 0 0 0 0 0999 V2000 4.2727 -0.8626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2872 -1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3222 -0.2137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4562 -0.7137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3222 0.7863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5902 -0.2137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6180 1.9021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3601 1.6942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5599 0.2964 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8689 1.2475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9344 0.6237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2538 2.3689 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5817 0.0885 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.2872 1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4562 1.2863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5902 0.7863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2653 1.3669 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9126 0.8316 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.2483 2.2644 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.8470 1.4554 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6473 0.5352 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5743 2.3179 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -0.9511 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2216 1.7827 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3164 1.2784 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9052 3.0611 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 26 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 16 2 0 0 0 0 6 17 2 0 0 0 0 7 8 2 0 0 0 0 7 15 1 0 0 0 0 8 18 1 0 0 0 0 9 10 1 0 0 0 0 9 14 1 0 0 0 0 10 23 1 0 0 0 0 11 15 2 0 0 0 0 11 20 1 0 0 0 0 12 19 1 0 0 0 0 12 21 1 0 0 0 0 13 22 2 0 0 0 0 13 23 1 0 0 0 0 14 21 1 0 0 0 0 15 19 1 0 0 0 0 16 17 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 18 20 2 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 20 26 1 0 0 0 0 21 27 1 0 0 0 0 24 28 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009195
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	355.19
ALogP	-1.6939
MLogP	3
XLogP	2.56
HDA	4
HBD	3
Rotatable Bonds	12
TPSA	79.54
RO5 Violation	0