NPASS Natural Product

Natural Product: NPC471098

Natural Product ID:	NPC471098
Common Name:	Homodestruxin B
IUPAC Name:	(3S,10S,13S,16S,19S)-13,16-bis[(2S)-butan-2-yl]-10,11,14-trimethyl-3-(2-methylpropyl)-4-oxa-1,8,11,14,17-pentazabicyclo[17.3.0]docosane-2,5,9,12,15,18-hexone
Synonyms:	homodestruxin B
Molecular Formula:	C31H53N5O7
Standard InCHIKey:	WWALEZSSEHJILM-DRKCKIEBSA-N
Standard InCHI:	InChI=1S/C31H53N5O7/c1-10-19(5)25-30(41)35(9)26(20(6)11-2)31(42)34(8)21(7)27(38)32-15-14-24(37)43-23(17-18(3)4)29(40)36-16-12-13-22(36)28(39)33-25/h18-23,25-26H,10-17H2,1-9H3,(H,32,38)(H,33,39)/t19-,20-,21-,22-,23-,25-,26-/m0/s1
Canonical SMILES:	CC[C@@H]([C@@H]1N=C(O)[C@@H]2CCCN2C(=O)[C@H](CC(C)C)OC(=O)CCN=C([C@@H](N(C(=O)[C@@H](N(C1=O)C)[C@H](CC)C)C)C)O)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO33484	os-f68576	NA	NA	NA				PMID[9514014]

Biological Activity

Activity Type	# Activity
Others	3

Activity Type	# Activity
Others	3

Target ID	Target Type	Target Name	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified	Activity	=	36	mU/ml	26356746
NPT2	Others	Unspecified	Activity	=	0.8	nM	17060520
NPT2	Others	Unspecified	Ratio	=	18		10.6019/CHEMBL1201861

Similar Natural Products in NPASS

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

● The left chart: Distribution of similarity level between NPC471098 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	82
0.1-0.2	6068
0.2-0.3	15136
0.3-0.4	8018
0.4-0.5	1130
0.5-0.6	312
0.6-0.7	83
0.7-0.8	40
0.8-0.85	7
0.85-0.9	8
0.9-0.95	0
0.95-1	5

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC62263
1.0	High Similarity	NPC173763
0.9882	High Similarity	NPC474576
0.9765	High Similarity	NPC474593
0.9765	High Similarity	NPC475801
0.8925	High Similarity	NPC475440
0.8842	High Similarity	NPC475149
0.8842	High Similarity	NPC471097
0.8632	High Similarity	NPC475791
0.8632	High Similarity	NPC13175
0.8571	High Similarity	NPC475637
0.8526	High Similarity	NPC475758
0.8526	High Similarity	NPC220234
0.8283	Intermediate Similarity	NPC323720
0.8265	Intermediate Similarity	NPC5864
0.8265	Intermediate Similarity	NPC301148
0.8265	Intermediate Similarity	NPC124554
0.8125	Intermediate Similarity	NPC473597
0.81	Intermediate Similarity	NPC124549
0.8	Intermediate Similarity	NPC198344
0.7864	Intermediate Similarity	NPC67009
0.7864	Intermediate Similarity	NPC171734
0.7789	Intermediate Similarity	NPC477538
0.7789	Intermediate Similarity	NPC476019
0.7667	Intermediate Similarity	NPC470783
0.7582	Intermediate Similarity	NPC246005
0.7556	Intermediate Similarity	NPC476156
0.7556	Intermediate Similarity	NPC476137
0.7556	Intermediate Similarity	NPC476117
0.7556	Intermediate Similarity	NPC476243
0.7473	Intermediate Similarity	NPC476302
0.7471	Intermediate Similarity	NPC178919
0.7471	Intermediate Similarity	NPC263281
0.7444	Intermediate Similarity	NPC31756
0.7396	Intermediate Similarity	NPC322966
0.7391	Intermediate Similarity	NPC84128
0.7391	Intermediate Similarity	NPC53858
0.7339	Intermediate Similarity	NPC471202
0.7339	Intermediate Similarity	NPC63191
0.7333	Intermediate Similarity	NPC477145
0.7333	Intermediate Similarity	NPC473741
0.7283	Intermediate Similarity	NPC475542
0.7273	Intermediate Similarity	NPC209156
0.7273	Intermediate Similarity	NPC256312
0.7273	Intermediate Similarity	NPC161774
0.7273	Intermediate Similarity	NPC266888
0.7253	Intermediate Similarity	NPC312315
0.7093	Intermediate Similarity	NPC10716
0.7083	Intermediate Similarity	NPC477539
0.7059	Intermediate Similarity	NPC134504
0.7059	Intermediate Similarity	NPC47076
0.7045	Intermediate Similarity	NPC76297
0.7045	Intermediate Similarity	NPC214532
0.7045	Intermediate Similarity	NPC196007
0.7011	Intermediate Similarity	NPC29598
0.7011	Intermediate Similarity	NPC212866
0.7009	Intermediate Similarity	NPC241394
0.7	Intermediate Similarity	NPC315237
0.7	Intermediate Similarity	NPC476875
0.7	Intermediate Similarity	NPC327272
0.6932	Remote Similarity	NPC478256
0.6916	Remote Similarity	NPC128303
0.6889	Remote Similarity	NPC126186
0.6869	Remote Similarity	NPC275715
0.6848	Remote Similarity	NPC59867
0.6752	Remote Similarity	NPC477238
0.6739	Remote Similarity	NPC470782
0.6724	Remote Similarity	NPC469899
0.6701	Remote Similarity	NPC472351
0.6667	Remote Similarity	NPC476877
0.6641	Remote Similarity	NPC98424
0.6641	Remote Similarity	NPC470884
0.6641	Remote Similarity	NPC178662
0.6641	Remote Similarity	NPC92784
0.6641	Remote Similarity	NPC476133
0.6636	Remote Similarity	NPC188785
0.661	Remote Similarity	NPC315188
0.6581	Remote Similarity	NPC477237
0.6562	Remote Similarity	NPC471265
0.6562	Remote Similarity	NPC471264
0.6545	Remote Similarity	NPC476876
0.6522	Remote Similarity	NPC43219
0.6522	Remote Similarity	NPC138435
0.6522	Remote Similarity	NPC103391
0.6522	Remote Similarity	NPC472536
0.6484	Remote Similarity	NPC470781
0.6477	Remote Similarity	NPC84182
0.6477	Remote Similarity	NPC128005
0.6452	Remote Similarity	NPC86064
0.6444	Remote Similarity	NPC322274
0.6429	Remote Similarity	NPC235078
0.6413	Remote Similarity	NPC141325
0.6392	Remote Similarity	NPC23984
0.6391	Remote Similarity	NPC209509
0.6387	Remote Similarity	NPC470652
0.6383	Remote Similarity	NPC476324
0.6383	Remote Similarity	NPC476130
0.6374	Remote Similarity	NPC476285
0.6374	Remote Similarity	NPC476291
0.6364	Remote Similarity	NPC145748
0.6364	Remote Similarity	NPC95478
0.6364	Remote Similarity	NPC155670
0.6327	Remote Similarity	NPC184473
0.6325	Remote Similarity	NPC296043
0.6321	Remote Similarity	NPC117829
0.6311	Remote Similarity	NPC470653
0.6311	Remote Similarity	NPC470654
0.6311	Remote Similarity	NPC470650
0.63	Remote Similarity	NPC227051
0.6292	Remote Similarity	NPC287693
0.6288	Remote Similarity	NPC263493
0.6288	Remote Similarity	NPC269398
0.6283	Remote Similarity	NPC207820
0.6275	Remote Similarity	NPC473495
0.6275	Remote Similarity	NPC52533
0.6271	Remote Similarity	NPC329216
0.626	Remote Similarity	NPC309525
0.625	Remote Similarity	NPC233108
0.625	Remote Similarity	NPC240848
0.6226	Remote Similarity	NPC280066
0.6198	Remote Similarity	NPC160688
0.618	Remote Similarity	NPC160661
0.617	Remote Similarity	NPC476248
0.617	Remote Similarity	NPC320221
0.6162	Remote Similarity	NPC6902
0.6162	Remote Similarity	NPC284456
0.6161	Remote Similarity	NPC205176
0.6148	Remote Similarity	NPC5620
0.6146	Remote Similarity	NPC472594
0.6136	Remote Similarity	NPC243964
0.6132	Remote Similarity	NPC301010
0.6087	Remote Similarity	NPC314273
0.6087	Remote Similarity	NPC193280
0.6067	Remote Similarity	NPC57420
0.6058	Remote Similarity	NPC155230
0.6032	Remote Similarity	NPC470655
0.6032	Remote Similarity	NPC470651
0.6019	Remote Similarity	NPC469739
0.6014	Remote Similarity	NPC471820
0.6014	Remote Similarity	NPC471821
0.6	Remote Similarity	NPC477729
0.6	Remote Similarity	NPC296143
0.6	Remote Similarity	NPC128559
0.5978	Remote Similarity	NPC306696
0.5971	Remote Similarity	NPC129666
0.5968	Remote Similarity	NPC50520
0.5938	Remote Similarity	NPC472595
0.592	Remote Similarity	NPC477518
0.5918	Remote Similarity	NPC37681
0.5917	Remote Similarity	NPC473819
0.59	Remote Similarity	NPC314466
0.5895	Remote Similarity	NPC29326
0.5891	Remote Similarity	NPC120335
0.5887	Remote Similarity	NPC162104
0.5882	Remote Similarity	NPC139326
0.5865	Remote Similarity	NPC477728
0.5833	Remote Similarity	NPC38172
0.5827	Remote Similarity	NPC225648
0.5827	Remote Similarity	NPC329761
0.5825	Remote Similarity	NPC277918
0.5821	Remote Similarity	NPC68865
0.5818	Remote Similarity	NPC313821
0.5814	Remote Similarity	NPC313657
0.5795	Remote Similarity	NPC473599
0.5793	Remote Similarity	NPC297145
0.5793	Remote Similarity	NPC197743
0.5789	Remote Similarity	NPC265094
0.5778	Remote Similarity	NPC105297
0.5776	Remote Similarity	NPC271562
0.576	Remote Similarity	NPC273185
0.5758	Remote Similarity	NPC325902
0.5758	Remote Similarity	NPC316242
0.5755	Remote Similarity	NPC262077
0.5745	Remote Similarity	NPC472579
0.573	Remote Similarity	NPC327170
0.573	Remote Similarity	NPC329564
0.5729	Remote Similarity	NPC320865
0.5729	Remote Similarity	NPC477641
0.5729	Remote Similarity	NPC477643
0.5726	Remote Similarity	NPC15413
0.5725	Remote Similarity	NPC52748
0.5725	Remote Similarity	NPC476978
0.5714	Remote Similarity	NPC145658
0.5714	Remote Similarity	NPC145113
0.5702	Remote Similarity	NPC259586
0.57	Remote Similarity	NPC315535
0.57	Remote Similarity	NPC478017
0.57	Remote Similarity	NPC315131
0.5684	Remote Similarity	NPC477642
0.5683	Remote Similarity	NPC316008
0.5683	Remote Similarity	NPC313867
0.5672	Remote Similarity	NPC248283
0.5667	Remote Similarity	NPC314510
0.5667	Remote Similarity	NPC477644
0.566	Remote Similarity	NPC324506
0.5656	Remote Similarity	NPC222481
0.5656	Remote Similarity	NPC470621
0.5652	Remote Similarity	NPC161069
0.5644	Remote Similarity	NPC216090
0.5643	Remote Similarity	NPC314358

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC471098 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	73
0.1-0.2	1048
0.2-0.3	4818
0.3-0.4	2308
0.4-0.5	697
0.5-0.6	176
0.6-0.7	28
0.7-0.8	13
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7634	Intermediate Similarity	NPD7759	Phase 2
0.7634	Intermediate Similarity	NPD7760	Phase 2
0.7473	Intermediate Similarity	NPD7763	Phase 2
0.7473	Intermediate Similarity	NPD7762	Phase 2
0.7423	Intermediate Similarity	NPD4780	Clinical (unspecified phase)
0.7423	Intermediate Similarity	NPD4261	Phase 1
0.7327	Intermediate Similarity	NPD8038	Phase 2
0.7308	Intermediate Similarity	NPD6122	Discontinued
0.7263	Intermediate Similarity	NPD3723	Clinical (unspecified phase)
0.7204	Intermediate Similarity	NPD2683	Discontinued
0.7113	Intermediate Similarity	NPD3177	Phase 3
0.7021	Intermediate Similarity	NPD1125	Discovery
0.7011	Intermediate Similarity	NPD7840	Approved
0.699	Remote Similarity	NPD3715	Approved
0.699	Remote Similarity	NPD3714	Approved
0.699	Remote Similarity	NPD3713	Approved
0.6961	Remote Similarity	NPD7841	Clinical (unspecified phase)
0.6444	Remote Similarity	NPD620	Approved
0.6408	Remote Similarity	NPD2682	Approved
0.6389	Remote Similarity	NPD6120	Clinical (unspecified phase)
0.6374	Remote Similarity	NPD2220	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD3733	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD9577	Approved
0.6346	Remote Similarity	NPD6699	Clinical (unspecified phase)
0.6339	Remote Similarity	NPD6937	Approved
0.6264	Remote Similarity	NPD3724	Clinical (unspecified phase)
0.6238	Remote Similarity	NPD5791	Phase 2
0.6196	Remote Similarity	NPD2697	Approved
0.6196	Remote Similarity	NPD9649	Approved
0.6196	Remote Similarity	NPD2695	Approved
0.6196	Remote Similarity	NPD2696	Approved
0.6196	Remote Similarity	NPD2694	Approved
0.6186	Remote Similarity	NPD4815	Discontinued
0.6147	Remote Similarity	NPD4825	Clinical (unspecified phase)
0.6146	Remote Similarity	NPD2689	Clinical (unspecified phase)
0.6111	Remote Similarity	NPD1784	Approved
0.6102	Remote Similarity	NPD7916	Approved
0.6102	Remote Similarity	NPD7915	Approved
0.6095	Remote Similarity	NPD5792	Clinical (unspecified phase)
0.6042	Remote Similarity	NPD1453	Phase 1
0.6019	Remote Similarity	NPD3176	Clinical (unspecified phase)
0.5978	Remote Similarity	NPD322	Phase 1
0.5887	Remote Similarity	NPD7652	Discontinued
0.5826	Remote Similarity	NPD1385	Discontinued
0.5818	Remote Similarity	NPD3190	Approved
0.5818	Remote Similarity	NPD3189	Approved
0.5818	Remote Similarity	NPD3191	Approved
0.5814	Remote Similarity	NPD1456	Approved
0.5804	Remote Similarity	NPD5359	Clinical (unspecified phase)
0.58	Remote Similarity	NPD9578	Clinical (unspecified phase)
0.5784	Remote Similarity	NPD4829	Discontinued
0.575	Remote Similarity	NPD8298	Phase 2
0.5729	Remote Similarity	NPD2256	Clinical (unspecified phase)
0.57	Remote Similarity	NPD7917	Clinical (unspecified phase)
0.57	Remote Similarity	NPD7918	Clinical (unspecified phase)
0.5699	Remote Similarity	NPD2263	Discontinued
0.5698	Remote Similarity	NPD4276	Approved
0.5698	Remote Similarity	NPD4277	Approved
0.5691	Remote Similarity	NPD1773	Discontinued
0.5686	Remote Similarity	NPD1448	Clinical (unspecified phase)
0.5684	Remote Similarity	NPD1439	Clinical (unspecified phase)
0.5631	Remote Similarity	NPD882	Phase 2
0.5631	Remote Similarity	NPD883	Phase 2
0.563	Remote Similarity	NPD7113	Clinical (unspecified phase)
0.563	Remote Similarity	NPD1804	Phase 2
0.563	Remote Similarity	NPD5767	Discontinued
0.563	Remote Similarity	NPD4260	Discontinued
0.563	Remote Similarity	NPD1805	Phase 2
0.5625	Remote Similarity	NPD8041	Phase 2
0.5625	Remote Similarity	NPD2584	Suspended
0.56	Remote Similarity	NPD3160	Suspended
0.56	Remote Similarity	NPD2645	Approved
0.56	Remote Similarity	NPD4278	Clinical (unspecified phase)

Structure

NPC471098 OpenBabel07101719252D 43 44 0 0 1 0 0 0 0 0999 V2000 6.4065 -0.0377 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1438 -3.2927 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5362 6.2182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9486 7.2208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7987 -2.1389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0771 -2.7804 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4124 0.5782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7992 -0.6011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6946 -2.2030 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0922 -0.9870 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4053 -2.3275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7410 3.2274 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4319 2.2763 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8085 4.3962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0617 3.7312 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9319 3.8152 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1106 5.4963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5318 6.3117 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1130 -1.1895 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.3720 -2.0713 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.4613 0.8872 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.4319 2.2763 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.6938 4.5873 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7308 4.7827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4479 -0.4427 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6334 -1.1061 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6096 1.8762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4154 1.2765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5218 4.0266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6018 -0.9758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7244 -0.6894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4287 2.8597 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.0751 0.3362 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 2.6285 -1.2052 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1229 3.2274 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5014 5.7560 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6095 1.8927 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3989 1.0956 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2112 4.7510 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9883 -1.8980 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1637 -1.5174 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7286 4.8488 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 11 1 0 0 0 0 3 18 1 0 0 0 0 4 18 1 0 0 0 0 8 34 1 0 0 0 0 9 35 1 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 13 1 0 0 0 0 12 16 1 0 0 0 0 14 15 1 0 0 0 0 14 24 1 0 0 0 0 15 32 1 0 0 0 0 16 36 1 0 0 0 0 17 18 1 0 0 0 0 19 5 1 6 0 0 0 20 6 1 1 0 0 0 21 7 1 1 0 0 0 21 27 1 0 0 0 0 21 34 1 0 0 0 0 22 13 1 1 0 0 0 22 28 1 0 0 0 0 22 36 1 0 0 0 0 23 17 1 1 0 0 0 23 29 1 0 0 0 0 23 43 1 0 0 0 0 24 37 2 0 0 0 0 24 43 1 0 0 0 0 25 19 1 1 0 0 0 25 30 1 0 0 0 0 25 33 1 0 0 0 0 26 20 1 1 0 0 0 26 31 1 0 0 0 0 26 35 1 0 0 0 0 27 32 2 3 0 0 0 27 38 1 0 0 0 0 28 33 2 3 0 0 0 28 39 1 0 0 0 0 29 36 1 0 0 0 0 29 40 2 0 0 0 0 30 35 1 0 0 0 0 30 41 2 0 0 0 0 31 34 1 0 0 0 0 31 42 2 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	13890766
ChEMBL	CHEMBL2372206
ZINC

Physicochemical Properties

Molecular Weight:	607.39
ALogP:	-2.8086
MLogP:	3.55
XLogP:	3.341
# Rotatable Bonds:	17
Polar Surface Area:	152.41
# H-Bond Aceptor:	12
# H-Bond Donor:	2
# Rings:	2
# Heavy Atoms:	43

Download Data

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General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs