NPASS drugs

Drug Information

Drug ID:	NPD3632
Drug Name:
Molecular Formula:	C19H27N5O3
Canonical SMILES:	O=C[C@@H](N=C([C@@H]1CCCN1C(=O)Cc1ccccc1)O)CCCNC(=N)N
Standard InCHI:	InChI=1S/C19H27N5O3/c20-19(21)22-10-4-8-15(13-25)23-18(27)16-9-5-11-24(16)17(26)12-14-6-2-1-3-7-14/h1-3,6-7,13,15-16H,4-5,8-12H2,(H,23,27)(H4,20,21,22)/t15-,16-/m0/s1
Standard InCHIKey:	FWMLVCYBCSOEBZ-HOTGVXAUSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3632

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	97
0.1-0.2	972
0.2-0.3	6665
0.3-0.4	14963
0.4-0.5	6377
0.5-0.6	1390
0.6-0.7	319
0.7-0.8	102
0.8-0.85	5
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	0.8309	NPC314835
Intermediate Similarity	0.8077	NPC200964
Intermediate Similarity	0.8047	NPC285926
Intermediate Similarity	0.8047	NPC315276
Intermediate Similarity	0.8047	NPC14672
Intermediate Similarity	0.7919	NPC324850
Intermediate Similarity	0.7917	NPC311658
Intermediate Similarity	0.7895	NPC474082
Intermediate Similarity	0.7895	NPC175726
Intermediate Similarity	0.7895	NPC6975
Intermediate Similarity	0.7744	NPC202521
Intermediate Similarity	0.7724	NPC314114
Intermediate Similarity	0.7714	NPC141050
Intermediate Similarity	0.7676	NPC132636
Intermediate Similarity	0.7669	NPC476990
Intermediate Similarity	0.7626	NPC130309
Intermediate Similarity	0.7615	NPC33742
Intermediate Similarity	0.7612	NPC71684
Intermediate Similarity	0.7589	NPC248283
Intermediate Similarity	0.7586	NPC52748
Intermediate Similarity	0.7556	NPC252878
Intermediate Similarity	0.7554	NPC200589
Intermediate Similarity	0.7538	NPC276949
Intermediate Similarity	0.7538	NPC35850
Intermediate Similarity	0.7534	NPC315266
Intermediate Similarity	0.7516	NPC62104
Intermediate Similarity	0.7516	NPC280022
Intermediate Similarity	0.7516	NPC66490
Intermediate Similarity	0.7516	NPC1390
Intermediate Similarity	0.75	NPC46427
Intermediate Similarity	0.75	NPC255447
Intermediate Similarity	0.7482	NPC473322
Intermediate Similarity	0.7482	NPC111428
Intermediate Similarity	0.7467	NPC300443
Intermediate Similarity	0.7464	NPC477937
Intermediate Similarity	0.7431	NPC470884
Intermediate Similarity	0.7431	NPC178662
Intermediate Similarity	0.7431	NPC476133
Intermediate Similarity	0.7431	NPC98424
Intermediate Similarity	0.7431	NPC92784
Intermediate Similarity	0.7405	NPC129486
Intermediate Similarity	0.7403	NPC24617
Intermediate Similarity	0.7397	NPC77905
Intermediate Similarity	0.7391	NPC101719
Intermediate Similarity	0.7383	NPC471821
Intermediate Similarity	0.7383	NPC471820
Intermediate Similarity	0.7355	NPC114806
Intermediate Similarity	0.7333	NPC2501
Intermediate Similarity	0.7329	NPC17698
Intermediate Similarity	0.7325	NPC217804
Intermediate Similarity	0.7325	NPC5719
Intermediate Similarity	0.7325	NPC22883
Intermediate Similarity	0.7325	NPC210377
Intermediate Similarity	0.7319	NPC222466
Intermediate Similarity	0.7313	NPC470545
Intermediate Similarity	0.7301	NPC97526
Intermediate Similarity	0.7301	NPC119652
Intermediate Similarity	0.7278	NPC15068
Intermediate Similarity	0.7273	NPC287401
Intermediate Similarity	0.7267	NPC475532
Intermediate Similarity	0.7259	NPC470546
Intermediate Similarity	0.7255	NPC473002
Intermediate Similarity	0.7248	NPC262077
Intermediate Similarity	0.7244	NPC469901
Intermediate Similarity	0.7241	NPC471265
Intermediate Similarity	0.7241	NPC471264
Intermediate Similarity	0.7239	NPC470544
Intermediate Similarity	0.7234	NPC311753
Intermediate Similarity	0.7233	NPC63040
Intermediate Similarity	0.723	NPC476978
Intermediate Similarity	0.7222	NPC165285
Intermediate Similarity	0.7211	NPC263493
Intermediate Similarity	0.7211	NPC269398
Intermediate Similarity	0.7197	NPC73655
Intermediate Similarity	0.7197	NPC474584
Intermediate Similarity	0.719	NPC122590
Intermediate Similarity	0.7183	NPC300315
Intermediate Similarity	0.7181	NPC209509
Intermediate Similarity	0.7181	NPC5620
Intermediate Similarity	0.7176	NPC319579
Intermediate Similarity	0.7162	NPC161069
Intermediate Similarity	0.7143	NPC274198
Intermediate Similarity	0.7143	NPC48202
Intermediate Similarity	0.7143	NPC198254
Intermediate Similarity	0.7114	NPC315283
Intermediate Similarity	0.7114	NPC314388
Intermediate Similarity	0.7111	NPC239357
Intermediate Similarity	0.7097	NPC469903
Intermediate Similarity	0.7075	NPC89489
Intermediate Similarity	0.707	NPC469898
Intermediate Similarity	0.7067	NPC313867
Intermediate Similarity	0.7067	NPC316008
Intermediate Similarity	0.7059	NPC475168
Intermediate Similarity	0.7059	NPC7817
Intermediate Similarity	0.7039	NPC240848
Intermediate Similarity	0.7037	NPC276506
Intermediate Similarity	0.7031	NPC164859
Intermediate Similarity	0.7025	NPC473003
Intermediate Similarity	0.7025	NPC469902
Intermediate Similarity	0.702	NPC314358
Intermediate Similarity	0.7006	NPC197743
Intermediate Similarity	0.7006	NPC297145
Intermediate Similarity	0.7	NPC327481
Intermediate Similarity	0.7	NPC130898
Intermediate Similarity	0.7	NPC94862
Intermediate Similarity	0.7	NPC474804
Intermediate Similarity	0.7	NPC474973
Remote Similarity	0.6993	NPC129666
Remote Similarity	0.6993	NPC283783
Remote Similarity	0.6992	NPC329011
Remote Similarity	0.6974	NPC138775
Remote Similarity	0.697	NPC196243
Remote Similarity	0.6959	NPC313694
Remote Similarity	0.6959	NPC242159
Remote Similarity	0.6954	NPC471680
Remote Similarity	0.695	NPC22746
Remote Similarity	0.6923	NPC143516
Remote Similarity	0.6923	NPC319766
Remote Similarity	0.6923	NPC67043
Remote Similarity	0.6923	NPC470902
Remote Similarity	0.6913	NPC163392
Remote Similarity	0.6913	NPC239762
Remote Similarity	0.6912	NPC197470
Remote Similarity	0.6879	NPC473580
Remote Similarity	0.6863	NPC329761
Remote Similarity	0.6863	NPC225648
Remote Similarity	0.6863	NPC16188
Remote Similarity	0.6859	NPC473341
Remote Similarity	0.6849	NPC325479
Remote Similarity	0.6845	NPC472999
Remote Similarity	0.6845	NPC153554
Remote Similarity	0.6842	NPC322878
Remote Similarity	0.6822	NPC329375
Remote Similarity	0.6813	NPC469243
Remote Similarity	0.6805	NPC473404
Remote Similarity	0.68	NPC46098
Remote Similarity	0.68	NPC307357
Remote Similarity	0.68	NPC268841
Remote Similarity	0.6795	NPC162104
Remote Similarity	0.679	NPC138293
Remote Similarity	0.679	NPC113056
Remote Similarity	0.677	NPC68650
Remote Similarity	0.6768	NPC469904
Remote Similarity	0.6768	NPC473000
Remote Similarity	0.6766	NPC469900
Remote Similarity	0.6763	NPC314992
Remote Similarity	0.6763	NPC220698
Remote Similarity	0.6761	NPC35996
Remote Similarity	0.6759	NPC469666
Remote Similarity	0.6753	NPC145113
Remote Similarity	0.6752	NPC262166
Remote Similarity	0.6742	NPC45033
Remote Similarity	0.6733	NPC122553
Remote Similarity	0.6724	NPC240130
Remote Similarity	0.6724	NPC61332
Remote Similarity	0.6711	NPC139326
Remote Similarity	0.6711	NPC468984
Remote Similarity	0.6708	NPC475544
Remote Similarity	0.6705	NPC96275
Remote Similarity	0.6691	NPC169328
Remote Similarity	0.6689	NPC214988
Remote Similarity	0.6687	NPC63931
Remote Similarity	0.6687	NPC223207
Remote Similarity	0.6667	NPC12730
Remote Similarity	0.6667	NPC68865
Remote Similarity	0.6667	NPC27833
Remote Similarity	0.6647	NPC475564
Remote Similarity	0.6647	NPC170302
Remote Similarity	0.6647	NPC475409
Remote Similarity	0.6646	NPC304074
Remote Similarity	0.6646	NPC56685
Remote Similarity	0.6646	NPC290755
Remote Similarity	0.6646	NPC202198
Remote Similarity	0.6646	NPC471771
Remote Similarity	0.6644	NPC267237
Remote Similarity	0.6643	NPC310467
Remote Similarity	0.6642	NPC473676
Remote Similarity	0.6641	NPC122493
Remote Similarity	0.6641	NPC10781
Remote Similarity	0.6641	NPC293628
Remote Similarity	0.6629	NPC51047
Remote Similarity	0.6627	NPC473546
Remote Similarity	0.6623	NPC477217
Remote Similarity	0.6623	NPC201244
Remote Similarity	0.6619	NPC2265
Remote Similarity	0.6617	NPC473498
Remote Similarity	0.661	NPC302715
Remote Similarity	0.6606	NPC328649
Remote Similarity	0.6605	NPC471527
Remote Similarity	0.6601	NPC197682
Remote Similarity	0.66	NPC475598
Remote Similarity	0.66	NPC9687
Remote Similarity	0.66	NPC79465
Remote Similarity	0.66	NPC273907
Remote Similarity	0.66	NPC293377
Remote Similarity	0.66	NPC90194
Remote Similarity	0.66	NPC474811
Remote Similarity	0.66	NPC49577
Remote Similarity	0.66	NPC474787
Remote Similarity	0.66	NPC474855

Drug Structure

NPD3632 OpenBabel08211703112D 32 33 0 0 1 0 0 0 0 0999 V2000 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 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 -4.0780 2.2956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.5388 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 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1270 1.9865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2859 3.2737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -0.5878 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 -3.6622 0.3393 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 -2.9190 1.0084 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8090 -0.5878 0.0000 C 0 0 1 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 -1.7601 -0.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4449 4.5609 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7017 5.2300 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.3959 4.8699 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2370 3.5827 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9680 0.6994 0.0000 N 0 0 0 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 -4.6132 0.6483 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5032 -0.9479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.9097 6.2082 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6039 5.8480 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1391 4.2008 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9801 2.9136 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4543 -0.6389 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 2 0 0 0 0 4 8 1 0 0 0 0 4 10 1 0 0 0 0 5 9 1 0 0 0 0 5 11 1 0 0 0 0 6 14 2 0 0 0 0 7 14 1 0 0 0 0 9 16 1 0 0 0 0 10 22 1 0 0 0 0 11 24 1 0 0 0 0 12 14 1 0 0 0 0 12 17 1 0 0 0 0 13 15 1 0 0 0 0 13 25 2 0 0 0 0 15 8 1 6 0 0 0 15 23 1 0 0 0 0 16 18 1 1 0 0 0 16 24 1 0 0 0 0 17 24 1 0 0 0 0 17 26 2 0 0 0 0 18 23 2 3 0 0 0 18 27 1 0 0 0 0 19 20 2 0 0 0 0 19 21 1 0 0 0 0 19 22 1 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 21 30 1 0 0 0 0 22 31 1 0 0 0 0 27 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC014587
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11740077
ChEBI
CAS Number

Drug Properties

Molecular Weight	373.21
ALogP	-2.7865
MLogP	2.67
XLogP	3.195
HDA	8
HBD	4
Rotatable Bonds	13
TPSA	131.87
RO5 Violation	1