NPASS drugs

Drug Information

Drug ID:	NPD5742
Drug Name:	Prajmalium
Molecular Formula:	C23H33N2O2
Canonical SMILES:	CCC[N+]12[C@H]3C[C@@]45[C@H]([C@@H]2C[C@H]([C@H]3[C@H]4O)[C@@H]([C@H]1O)CC)N(C)c1c5cccc1
Standard InCHI:	InChI=1S/C23H33N2O2/c1-4-10-25-17-11-14(13(5-2)22(25)27)19-18(25)12-23(21(19)26)15-8-6-7-9-16(15)24(3)20(17)23/h6-9,13-14,17-22,26-27H,4-5,10-12H2,1-3H3/q+1/t13-,14-,17-,18-,19+,20-,21+,22+,23+,25?/m0/s1
Standard InCHIKey:	UAUHEPXILIZYCU-GSPNQRMKSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5742

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	173
0.1-0.2	986
0.2-0.3	3060
0.3-0.4	15908
0.4-0.5	7562
0.5-0.6	2686
0.6-0.7	438
0.7-0.8	70
0.8-0.85	6
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	0.875	NPC476441
Intermediate Similarity	0.8395	NPC476425
Intermediate Similarity	0.8355	NPC472100
Intermediate Similarity	0.8323	NPC469462
Intermediate Similarity	0.8313	NPC476428
Intermediate Similarity	0.8153	NPC478076
Intermediate Similarity	0.8024	NPC476326
Intermediate Similarity	0.7987	NPC472103
Intermediate Similarity	0.7866	NPC472106
Intermediate Similarity	0.7853	NPC472120
Intermediate Similarity	0.7853	NPC472101
Intermediate Similarity	0.773	NPC469461
Intermediate Similarity	0.7722	NPC212799
Intermediate Similarity	0.7658	NPC264589
Intermediate Similarity	0.7643	NPC311330
Intermediate Similarity	0.7636	NPC85651
Intermediate Similarity	0.7636	NPC472117
Intermediate Similarity	0.7605	NPC472114
Intermediate Similarity	0.7605	NPC472115
Intermediate Similarity	0.7576	NPC309531
Intermediate Similarity	0.7576	NPC472102
Intermediate Similarity	0.7558	NPC133261
Intermediate Similarity	0.7543	NPC472209
Intermediate Similarity	0.75	NPC29285
Intermediate Similarity	0.7469	NPC475763
Intermediate Similarity	0.7443	NPC469460
Intermediate Similarity	0.7442	NPC24594
Intermediate Similarity	0.7442	NPC472122
Intermediate Similarity	0.7427	NPC473880
Intermediate Similarity	0.7414	NPC187827
Intermediate Similarity	0.7414	NPC472105
Intermediate Similarity	0.7399	NPC326575
Intermediate Similarity	0.7394	NPC477156
Intermediate Similarity	0.7394	NPC477157
Intermediate Similarity	0.7389	NPC243162
Intermediate Similarity	0.731	NPC472118
Intermediate Similarity	0.7262	NPC477158
Intermediate Similarity	0.7246	NPC113946
Intermediate Similarity	0.7235	NPC475420
Intermediate Similarity	0.7232	NPC472110
Intermediate Similarity	0.7232	NPC472109
Intermediate Similarity	0.7232	NPC472108
Intermediate Similarity	0.7232	NPC139291
Intermediate Similarity	0.7225	NPC472123
Intermediate Similarity	0.7219	NPC176983
Intermediate Similarity	0.7204	NPC475489
Intermediate Similarity	0.7182	NPC105055
Intermediate Similarity	0.7182	NPC22689
Intermediate Similarity	0.716	NPC81229
Intermediate Similarity	0.716	NPC255229
Intermediate Similarity	0.7126	NPC298851
Intermediate Similarity	0.7126	NPC210415
Intermediate Similarity	0.7126	NPC21752
Intermediate Similarity	0.7126	NPC181138
Intermediate Similarity	0.7126	NPC293255
Intermediate Similarity	0.7126	NPC276993
Intermediate Similarity	0.7091	NPC318086
Intermediate Similarity	0.7086	NPC475097
Intermediate Similarity	0.7062	NPC99043
Intermediate Similarity	0.7062	NPC218594
Intermediate Similarity	0.7059	NPC474058
Intermediate Similarity	0.7056	NPC476095
Intermediate Similarity	0.7052	NPC317430
Intermediate Similarity	0.7043	NPC475559
Intermediate Similarity	0.7041	NPC211525
Intermediate Similarity	0.7041	NPC153694
Intermediate Similarity	0.7039	NPC477159
Intermediate Similarity	0.7035	NPC52059
Intermediate Similarity	0.7035	NPC470069
Intermediate Similarity	0.7018	NPC472121
Intermediate Similarity	0.7018	NPC286871
Intermediate Similarity	0.7	NPC243673
Intermediate Similarity	0.7	NPC63210
Intermediate Similarity	0.7	NPC263709
Intermediate Similarity	0.7	NPC310403
Intermediate Similarity	0.7	NPC97380
Intermediate Similarity	0.7	NPC148468
Remote Similarity	0.6951	NPC116519
Remote Similarity	0.6944	NPC472104
Remote Similarity	0.6944	NPC256288
Remote Similarity	0.6932	NPC473743
Remote Similarity	0.6932	NPC139085
Remote Similarity	0.6932	NPC214626
Remote Similarity	0.6932	NPC251212
Remote Similarity	0.6927	NPC15840
Remote Similarity	0.6914	NPC186284
Remote Similarity	0.6914	NPC22082
Remote Similarity	0.6906	NPC2933
Remote Similarity	0.6902	NPC469501
Remote Similarity	0.6902	NPC469470
Remote Similarity	0.6901	NPC471122
Remote Similarity	0.6868	NPC259626
Remote Similarity	0.6862	NPC302548
Remote Similarity	0.686	NPC143457
Remote Similarity	0.686	NPC225319
Remote Similarity	0.686	NPC315368
Remote Similarity	0.6856	NPC471945
Remote Similarity	0.6856	NPC471950
Remote Similarity	0.6854	NPC264482
Remote Similarity	0.6854	NPC203202
Remote Similarity	0.6851	NPC19679
Remote Similarity	0.6842	NPC249040
Remote Similarity	0.6842	NPC475915
Remote Similarity	0.6831	NPC473615
Remote Similarity	0.6824	NPC161827
Remote Similarity	0.6823	NPC477179
Remote Similarity	0.6821	NPC471946
Remote Similarity	0.6821	NPC282339
Remote Similarity	0.6821	NPC471951
Remote Similarity	0.6821	NPC99632
Remote Similarity	0.6814	NPC476436
Remote Similarity	0.6813	NPC97584
Remote Similarity	0.6813	NPC472294
Remote Similarity	0.6802	NPC36495
Remote Similarity	0.68	NPC279527
Remote Similarity	0.68	NPC214960
Remote Similarity	0.6796	NPC475962
Remote Similarity	0.6793	NPC229484
Remote Similarity	0.6793	NPC285841
Remote Similarity	0.6788	NPC477180
Remote Similarity	0.6788	NPC477181
Remote Similarity	0.6788	NPC477178
Remote Similarity	0.6788	NPC254850
Remote Similarity	0.6782	NPC313757
Remote Similarity	0.6776	NPC52262
Remote Similarity	0.6772	NPC90967
Remote Similarity	0.6769	NPC475259
Remote Similarity	0.676	NPC320147
Remote Similarity	0.676	NPC129624
Remote Similarity	0.6757	NPC292675
Remote Similarity	0.6753	NPC472111
Remote Similarity	0.6753	NPC477173
Remote Similarity	0.6753	NPC470490
Remote Similarity	0.6753	NPC477174
Remote Similarity	0.6743	NPC70172
Remote Similarity	0.6743	NPC471124
Remote Similarity	0.6737	NPC52557
Remote Similarity	0.6723	NPC469915
Remote Similarity	0.6722	NPC260075
Remote Similarity	0.6721	NPC245741
Remote Similarity	0.672	NPC473569
Remote Similarity	0.6718	NPC470488
Remote Similarity	0.6703	NPC181928
Remote Similarity	0.6703	NPC21425
Remote Similarity	0.6703	NPC472323
Remote Similarity	0.6701	NPC475422
Remote Similarity	0.6685	NPC472107
Remote Similarity	0.6685	NPC158129
Remote Similarity	0.6685	NPC79062
Remote Similarity	0.6685	NPC6974
Remote Similarity	0.6684	NPC470483
Remote Similarity	0.6684	NPC471436
Remote Similarity	0.6684	NPC472097
Remote Similarity	0.6684	NPC87755
Remote Similarity	0.6667	NPC33507
Remote Similarity	0.6667	NPC203754
Remote Similarity	0.6667	NPC159963
Remote Similarity	0.6667	NPC150048
Remote Similarity	0.6667	NPC68650
Remote Similarity	0.6651	NPC476429
Remote Similarity	0.6649	NPC478077
Remote Similarity	0.6648	NPC477185
Remote Similarity	0.6647	NPC469428
Remote Similarity	0.6646	NPC315051
Remote Similarity	0.6631	NPC473298
Remote Similarity	0.663	NPC186669
Remote Similarity	0.663	NPC477187
Remote Similarity	0.6616	NPC475359
Remote Similarity	0.6616	NPC191817
Remote Similarity	0.6614	NPC470485
Remote Similarity	0.6611	NPC329688
Remote Similarity	0.6611	NPC189812
Remote Similarity	0.6611	NPC13367
Remote Similarity	0.6609	NPC193410
Remote Similarity	0.6599	NPC470491
Remote Similarity	0.6597	NPC162440
Remote Similarity	0.6596	NPC25401
Remote Similarity	0.6591	NPC469541
Remote Similarity	0.6582	NPC478079
Remote Similarity	0.6579	NPC221687
Remote Similarity	0.6579	NPC289299
Remote Similarity	0.6579	NPC57994
Remote Similarity	0.6578	NPC284706
Remote Similarity	0.6571	NPC248117
Remote Similarity	0.6564	NPC471123
Remote Similarity	0.6559	NPC282092
Remote Similarity	0.6556	NPC96901
Remote Similarity	0.6552	NPC61013
Remote Similarity	0.655	NPC66936
Remote Similarity	0.655	NPC154602
Remote Similarity	0.6548	NPC470824
Remote Similarity	0.6546	NPC471512
Remote Similarity	0.6545	NPC130251
Remote Similarity	0.6541	NPC258480
Remote Similarity	0.6541	NPC472119
Remote Similarity	0.6531	NPC329833
Remote Similarity	0.6524	NPC14994
Remote Similarity	0.6519	NPC472586
Remote Similarity	0.6517	NPC278887
Remote Similarity	0.6506	NPC470301

Drug Structure

NPD5742 OpenBabel08211708292D 29 34 0 0 1 0 0 0 0 0999 V2000 -0.5202 -1.4408 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3378 3.2366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3206 -1.2844 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1225 -1.0401 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9966 2.5705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6414 0.8926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6412 -0.0009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8682 1.3393 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8678 -0.4473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2708 -0.4954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0934 -0.0916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7736 1.3399 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5017 0.7633 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8546 0.3227 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0943 0.8929 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0942 -0.0006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7732 -0.4467 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0002 0.8935 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.3868 0.2235 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5471 -0.0003 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.1604 0.2234 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0265 0.5639 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5473 0.8932 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.3208 -0.4470 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 3 3 0 0 0 0 0 0 0 0 0 1.6286 -0.5880 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8094 1.0785 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1600 -1.3993 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7552 2.0138 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 24 1 0 0 0 0 4 10 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 15 2 0 0 0 0 9 16 2 0 0 0 0 10 25 1 0 0 0 0 11 17 1 0 0 0 0 12 18 1 0 0 0 0 12 23 1 0 0 0 0 13 5 1 1 0 0 0 13 14 1 0 0 0 0 13 22 1 0 0 0 0 14 11 1 6 0 0 0 14 19 1 0 0 0 0 15 16 1 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 17 20 1 0 0 0 0 17 25 1 1 0 0 0 18 19 1 0 0 0 0 18 25 1 1 0 0 0 19 21 1 0 0 0 0 20 23 1 0 0 0 0 20 24 1 0 0 0 0 21 23 1 0 0 0 0 21 26 1 0 0 0 0 22 25 1 0 0 0 0 22 27 1 0 0 0 0 26 28 1 0 0 0 0 27 29 1 0 0 0 0 M CHG 1 25 1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	369.25
ALogP	-3.7503
MLogP	3.55
XLogP	3.2
HDA	3
HBD	2
Rotatable Bonds	8
TPSA	43.7
RO5 Violation	0