NPASS drugs

Drug Information

Drug ID:	NPD4757
Drug Name:
Molecular Formula:	C21H31ClN6O3
Canonical SMILES:	ClCC(=O)[C@@H](N1CCC[C@H]1C(=O)N=C([C@@H](Cc1ccccc1)N)O)CCCNC(=N)N
Standard InCHI:	InChI=1S/C21H31ClN6O3/c22-13-18(29)16(8-4-10-26-21(24)25)28-11-5-9-17(28)20(31)27-19(30)15(23)12-14-6-2-1-3-7-14/h1-3,6-7,15-17H,4-5,8-13,23H2,(H4,24,25,26)(H,27,30,31)/t15-,16+,17+/m1/s1
Standard InCHIKey:	BBLOJOHIPXAIRZ-IKGGRYGDSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4757

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	120
0.1-0.2	965
0.2-0.3	7377
0.3-0.4	15324
0.4-0.5	5697
0.5-0.6	1085
0.6-0.7	279
0.7-0.8	43
0.8-0.85	0
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	0.7704	NPC71684
Intermediate Similarity	0.7532	NPC324850
Intermediate Similarity	0.7517	NPC311658
Intermediate Similarity	0.7517	NPC132636
Intermediate Similarity	0.7379	NPC314835
Intermediate Similarity	0.7375	NPC129486
Intermediate Similarity	0.7338	NPC6975
Intermediate Similarity	0.7324	NPC473322
Intermediate Similarity	0.7305	NPC477937
Intermediate Similarity	0.7279	NPC470545
Intermediate Similarity	0.7267	NPC315266
Intermediate Similarity	0.7261	NPC62104
Intermediate Similarity	0.7261	NPC1390
Intermediate Similarity	0.7246	NPC200964
Intermediate Similarity	0.7239	NPC475532
Intermediate Similarity	0.7234	NPC101719
Intermediate Similarity	0.7226	NPC470546
Intermediate Similarity	0.7222	NPC130309
Intermediate Similarity	0.7206	NPC14672
Intermediate Similarity	0.7206	NPC285926
Intermediate Similarity	0.7206	NPC470544
Intermediate Similarity	0.7206	NPC315276
Intermediate Similarity	0.7195	NPC165285
Intermediate Similarity	0.7195	NPC17698
Intermediate Similarity	0.7194	NPC202521
Intermediate Similarity	0.7181	NPC469426
Intermediate Similarity	0.7181	NPC469427
Intermediate Similarity	0.7163	NPC222466
Intermediate Similarity	0.7143	NPC252878
Intermediate Similarity	0.7122	NPC476990
Intermediate Similarity	0.7114	NPC48202
Intermediate Similarity	0.7099	NPC327481
Intermediate Similarity	0.7097	NPC300443
Intermediate Similarity	0.7092	NPC46427
Intermediate Similarity	0.7081	NPC22883
Intermediate Similarity	0.7081	NPC5719
Intermediate Similarity	0.7081	NPC217804
Intermediate Similarity	0.7081	NPC210377
Intermediate Similarity	0.7075	NPC248283
Intermediate Similarity	0.7042	NPC22746
Intermediate Similarity	0.7037	NPC15068
Intermediate Similarity	0.7037	NPC474584
Intermediate Similarity	0.7015	NPC319579
Remote Similarity	0.6994	NPC63040
Remote Similarity	0.6993	NPC314114
Remote Similarity	0.6986	NPC255447
Remote Similarity	0.6985	NPC35850
Remote Similarity	0.6985	NPC276949
Remote Similarity	0.6972	NPC175726
Remote Similarity	0.6972	NPC474082
Remote Similarity	0.6966	NPC111428
Remote Similarity	0.6959	NPC141050
Remote Similarity	0.6957	NPC239357
Remote Similarity	0.6957	NPC73655
Remote Similarity	0.6954	NPC269398
Remote Similarity	0.6954	NPC263493
Remote Similarity	0.6951	NPC280022
Remote Similarity	0.6934	NPC33742
Remote Similarity	0.6918	NPC300315
Remote Similarity	0.6909	NPC198254
Remote Similarity	0.6909	NPC274198
Remote Similarity	0.6908	NPC161069
Remote Similarity	0.6897	NPC319766
Remote Similarity	0.6892	NPC287401
Remote Similarity	0.687	NPC164859
Remote Similarity	0.6867	NPC471264
Remote Similarity	0.6867	NPC471265
Remote Similarity	0.6863	NPC52748
Remote Similarity	0.6859	NPC2501
Remote Similarity	0.6855	NPC473580
Remote Similarity	0.6849	NPC311753
Remote Similarity	0.6838	NPC329011
Remote Similarity	0.6832	NPC469898
Remote Similarity	0.6832	NPC24617
Remote Similarity	0.6807	NPC276506
Remote Similarity	0.6803	NPC200589
Remote Similarity	0.68	NPC51047
Remote Similarity	0.6797	NPC468984
Remote Similarity	0.679	NPC469243
Remote Similarity	0.679	NPC114806
Remote Similarity	0.6767	NPC67043
Remote Similarity	0.6765	NPC97526
Remote Similarity	0.6765	NPC119652
Remote Similarity	0.6753	NPC314388
Remote Similarity	0.6753	NPC315283
Remote Similarity	0.675	NPC469903
Remote Similarity	0.6746	NPC196243
Remote Similarity	0.6738	NPC314992
Remote Similarity	0.6731	NPC138775
Remote Similarity	0.673	NPC122590
Remote Similarity	0.6711	NPC89489
Remote Similarity	0.6711	NPC98424
Remote Similarity	0.6711	NPC470884
Remote Similarity	0.6711	NPC178662
Remote Similarity	0.6711	NPC476133
Remote Similarity	0.6711	NPC92784
Remote Similarity	0.671	NPC313867
Remote Similarity	0.671	NPC316008
Remote Similarity	0.671	NPC5620
Remote Similarity	0.671	NPC209509
Remote Similarity	0.6709	NPC7817
Remote Similarity	0.6709	NPC475168
Remote Similarity	0.6688	NPC471821
Remote Similarity	0.6688	NPC471820
Remote Similarity	0.6688	NPC77905
Remote Similarity	0.6687	NPC473003
Remote Similarity	0.6687	NPC473002
Remote Similarity	0.6687	NPC475544
Remote Similarity	0.6687	NPC469902
Remote Similarity	0.6667	NPC163392
Remote Similarity	0.6667	NPC476259
Remote Similarity	0.6667	NPC223207
Remote Similarity	0.6667	NPC239762
Remote Similarity	0.6667	NPC470728
Remote Similarity	0.6667	NPC314358
Remote Similarity	0.6645	NPC68865
Remote Similarity	0.6645	NPC476978
Remote Similarity	0.6643	NPC197470
Remote Similarity	0.6628	NPC472999
Remote Similarity	0.6628	NPC153554
Remote Similarity	0.6627	NPC290755
Remote Similarity	0.6627	NPC471771
Remote Similarity	0.6627	NPC304074
Remote Similarity	0.6625	NPC473341
Remote Similarity	0.6624	NPC225648
Remote Similarity	0.6624	NPC329761
Remote Similarity	0.6623	NPC267237
Remote Similarity	0.6623	NPC168113
Remote Similarity	0.6622	NPC469666
Remote Similarity	0.6601	NPC313694
Remote Similarity	0.6601	NPC242159
Remote Similarity	0.66	NPC325479
Remote Similarity	0.6596	NPC2265
Remote Similarity	0.6593	NPC474973
Remote Similarity	0.6593	NPC474804
Remote Similarity	0.6593	NPC130898
Remote Similarity	0.659	NPC473404
Remote Similarity	0.6587	NPC209463
Remote Similarity	0.6585	NPC469901
Remote Similarity	0.6584	NPC470902
Remote Similarity	0.6581	NPC176226
Remote Similarity	0.6581	NPC197682
Remote Similarity	0.6571	NPC471318
Remote Similarity	0.6564	NPC297145
Remote Similarity	0.6564	NPC197743
Remote Similarity	0.6562	NPC233702
Remote Similarity	0.6561	NPC262077
Remote Similarity	0.6548	NPC473000
Remote Similarity	0.6545	NPC68650
Remote Similarity	0.6541	NPC129666
Remote Similarity	0.6538	NPC25565
Remote Similarity	0.6536	NPC127741
Remote Similarity	0.6528	NPC27833
Remote Similarity	0.6525	NPC101139
Remote Similarity	0.6522	NPC261934
Remote Similarity	0.6522	NPC262166
Remote Similarity	0.6522	NPC56685
Remote Similarity	0.6522	NPC5194
Remote Similarity	0.6519	NPC143516
Remote Similarity	0.6519	NPC16188
Remote Similarity	0.6519	NPC145113
Remote Similarity	0.6515	NPC12730
Remote Similarity	0.6507	NPC35996
Remote Similarity	0.6497	NPC322878
Remote Similarity	0.6497	NPC94862
Remote Similarity	0.6493	NPC471317
Remote Similarity	0.6489	NPC473501
Remote Similarity	0.6489	NPC122493
Remote Similarity	0.6489	NPC10781
Remote Similarity	0.6489	NPC293628
Remote Similarity	0.6489	NPC475439
Remote Similarity	0.6474	NPC139326
Remote Similarity	0.6467	NPC469443
Remote Similarity	0.6467	NPC63931
Remote Similarity	0.6452	NPC214988
Remote Similarity	0.645	NPC469904
Remote Similarity	0.6434	NPC169328
Remote Similarity	0.641	NPC476989
Remote Similarity	0.6405	NPC474473
Remote Similarity	0.6404	NPC96275
Remote Similarity	0.6392	NPC471680
Remote Similarity	0.6389	NPC310467
Remote Similarity	0.6389	NPC237420
Remote Similarity	0.6386	NPC471527
Remote Similarity	0.6385	NPC7067
Remote Similarity	0.6378	NPC12429
Remote Similarity	0.6377	NPC473676
Remote Similarity	0.6375	NPC240848
Remote Similarity	0.637	NPC202613
Remote Similarity	0.6369	NPC168861
Remote Similarity	0.6369	NPC102959
Remote Similarity	0.6364	NPC311242
Remote Similarity	0.6364	NPC326349
Remote Similarity	0.6364	NPC324569
Remote Similarity	0.6364	NPC323336
Remote Similarity	0.6358	NPC469900
Remote Similarity	0.6357	NPC226438
Remote Similarity	0.6353	NPC66490
Remote Similarity	0.6343	NPC475564
Remote Similarity	0.6343	NPC475409

Drug Structure

NPD4757 OpenBabel08211705272D 38 39 0 0 1 0 0 0 0 0999 V2000 6.1667 1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 2.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4373 1.0292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6942 0.3601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2294 2.0074 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 3.5686 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2784 2.3164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -0.9945 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.7431 0.6691 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5352 1.6473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7647 3.6547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0705 3.2946 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -1.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8136 3.9637 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5078 4.3238 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9726 2.6765 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -0.9945 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 -0.4158 1.9563 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -2.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -2.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 -0.9945 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -2.4945 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6057 4.9418 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2999 5.3019 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4589 4.0148 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9236 2.3675 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -2.9945 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 17 1 0 0 0 0 10 26 1 0 0 0 0 11 28 1 0 0 0 0 12 14 1 0 0 0 0 13 18 1 0 0 0 0 13 22 1 0 0 0 0 15 12 1 1 0 0 0 15 19 1 0 0 0 0 15 23 1 0 0 0 0 16 8 1 6 0 0 0 16 18 1 0 0 0 0 16 28 1 0 0 0 0 17 20 1 6 0 0 0 17 28 1 0 0 0 0 18 29 2 0 0 0 0 19 27 2 3 0 0 0 19 30 1 0 0 0 0 20 27 1 0 0 0 0 20 31 2 0 0 0 0 21 24 2 0 0 0 0 21 25 1 0 0 0 0 21 26 1 0 0 0 0 23 32 1 0 0 0 0 23 33 1 0 0 0 0 24 34 1 0 0 0 0 25 35 1 0 0 0 0 25 36 1 0 0 0 0 26 37 1 0 0 0 0 30 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001145
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3036757
ChEBI
CAS Number

Drug Properties

Molecular Weight	450.21
ALogP	-3.3165
MLogP	2.67
XLogP	3.369
HDA	9
HBD	5
Rotatable Bonds	17
TPSA	157.89
RO5 Violation	1